Direct dehydrogenative alkyl Heck-couplings of vinylarenes with umpolung aldehydes catalyzed by nickel.

Abstract:

:Alkenes are fundamental functionalities in nature and highly useful intermediates in organic synthesis, medicinal chemistry and material sciences. Transition-metal-catalyzed Heck couplings with organic halides as electrophiles have been established as a powerful protocol for the synthesis of this valuable building block. However, the requirement of organic halides and the generation of stoichiometric hazardous halide wastes may cause significant sustainable concerns. The halide-free oxidative Heck alkenylations involving organometallics or arenes as the coupling partners provide a facile and alternative pathway. Nonetheless, stoichiometric amounts of extra oxidant are essential in most cases. Herein, we present a direct dehydrogenative alkyl Heck-coupling reaction under oxidant-free conditions, liberating hydrogen, nitrogen and water as the side products. Excellent regioselectivity is achieved via neighboring oxygen atom coordination. Broad substrate scope, great functional group (ketone, ester, phenol, free amine, amide etc) tolerance and modification of pharmaceutical candidates and biological molecules exemplified its generality and practicability.

journal_name

Nat Commun

journal_title

Nature communications

authors

Lv L,Zhu D,Li CJ

doi

10.1038/s41467-019-08631-1

subject

Has Abstract

pub_date

2019-02-12 00:00:00

pages

715

issue

1

issn

2041-1723

pii

10.1038/s41467-019-08631-1

journal_volume

10

pub_type

杂志文章
  • Ultrafast tristable spin memory of a coherent polariton gas.

    abstract::Non-linear interactions in coherent gases are not only at the origin of bright and dark solitons and superfluids; they also give rise to phenomena such as multistability, which hold great promise for the development of advanced photonic and spintronic devices. In particular, spinor multistability in strongly coupled s...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms3008

    authors: Cerna R,Léger Y,Paraïso TK,Wouters M,Morier-Genoud F,Portella-Oberli MT,Deveaud B

    更新日期:2013-01-01 00:00:00

  • Rab27a co-ordinates actin-dependent transport by controlling organelle-associated motors and track assembly proteins.

    abstract::Cell biologists generally consider that microtubules and actin play complementary roles in long- and short-distance transport in animal cells. On the contrary, using melanosomes of melanocytes as a model, we recently discovered that the motor protein myosin-Va works with dynamic actin tracks to drive long-range organe...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-020-17212-6

    authors: Alzahofi N,Welz T,Robinson CL,Page EL,Briggs DA,Stainthorp AK,Reekes J,Elbe DA,Straub F,Kallemeijn WW,Tate EW,Goff PS,Sviderskaya EV,Cantero M,Montoliu L,Nedelec F,Miles AK,Bailly M,Kerkhoff E,Hume AN

    更新日期:2020-07-13 00:00:00

  • The late stage of COPI vesicle fission requires shorter forms of phosphatidic acid and diacylglycerol.

    abstract::Studies on vesicle formation by the Coat Protein I (COPI) complex have contributed to a basic understanding of how vesicular transport is initiated. Phosphatidic acid (PA) and diacylglycerol (DAG) have been found previously to be required for the fission stage of COPI vesicle formation. Here, we find that PA with vary...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-11324-4

    authors: Park SY,Yang JS,Li Z,Deng P,Zhu X,Young D,Ericsson M,Andringa RLH,Minnaard AJ,Zhu C,Sun F,Moody DB,Morris AJ,Fan J,Hsu VW

    更新日期:2019-07-30 00:00:00

  • Microbial genomic analysis reveals the essential role of inflammation in bacteria-induced colorectal cancer.

    abstract::Enterobacteria, especially Escherichia coli, are abundant in patients with inflammatory bowel disease or colorectal cancer (CRC). However, it is unclear whether cancer is promoted by inflammation-induced expansion of E. coli and/or changes in expression of specific microbial genes. Here we use longitudinal (2, 12 and ...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms5724

    authors: Arthur JC,Gharaibeh RZ,Mühlbauer M,Perez-Chanona E,Uronis JM,McCafferty J,Fodor AA,Jobin C

    更新日期:2014-09-03 00:00:00

  • Shaping polymersomes into predictable morphologies via out-of-equilibrium self-assembly.

    abstract::Polymersomes are bilayer vesicles, self-assembled from amphiphilic block copolymers. They are versatile nanocapsules with adjustable properties, such as flexibility, permeability, size and functionality. However, so far no methodological approach to control their shape exists. Here we demonstrate a mechanistically ful...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms12606

    authors: Rikken RS,Engelkamp H,Nolte RJ,Maan JC,van Hest JC,Wilson DA,Christianen PC

    更新日期:2016-08-25 00:00:00

  • Codoping titanium dioxide nanowires with tungsten and carbon for enhanced photoelectrochemical performance.

    abstract::Recent density-functional theory calculations suggest that codoping TiO2 with donor-acceptor pairs is more effective than monodoping for improving photoelectrochemical water-splitting performance because codoping can reduce charge recombination, improve material quality, enhance light absorption and increase solubilit...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms2729

    authors: Cho IS,Lee CH,Feng Y,Logar M,Rao PM,Cai L,Kim DR,Sinclair R,Zheng X

    更新日期:2013-01-01 00:00:00

  • Gfi1b regulates the level of Wnt/β-catenin signaling in hematopoietic stem cells and megakaryocytes.

    abstract::Gfi1b is a transcriptional repressor expressed in hematopoietic stem cells (HSCs) and megakaryocytes (MKs). Gfi1b deficiency leads to expansion of both cell types and abrogates the ability of MKs to respond to integrin. Here we show that Gfi1b forms complexes with β-catenin, its co-factors Pontin52, CHD8, TLE3 and CtB...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-09273-z

    authors: Shooshtarizadeh P,Helness A,Vadnais C,Brouwer N,Beauchemin H,Chen R,Bagci H,Staal FJT,Coté JF,Möröy T

    更新日期:2019-03-20 00:00:00

  • An extremely low-density human population exterminated New Zealand moa.

    abstract::New Zealand moa (Aves: Dinornithiformes) are the only late Quaternary megafauna whose extinction was clearly caused by humans. New Zealand offers the best opportunity to estimate the number of people involved in a megafaunal extinction event because, uniquely, both the Polynesian settlement of New Zealand and moa exti...

    journal_title:Nature communications

    pub_type: 历史文章,杂志文章

    doi:10.1038/ncomms6436

    authors: Holdaway RN,Allentoft ME,Jacomb C,Oskam CL,Beavan NR,Bunce M

    更新日期:2014-11-07 00:00:00

  • Regulation of cell-to-cell variability in divergent gene expression.

    abstract::Cell-to-cell variability (noise) is an important feature of gene expression that impacts cell fitness and development. The regulatory mechanism of this variability is not fully understood. Here we investigate the effect on gene expression noise in divergent gene pairs (DGPs). We generated reporters driven by divergent...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms11099

    authors: Yan C,Wu S,Pocetti C,Bai L

    更新日期:2016-03-24 00:00:00

  • The iBeetle large-scale RNAi screen reveals gene functions for insect development and physiology.

    abstract::Genetic screens are powerful tools to identify the genes required for a given biological process. However, for technical reasons, comprehensive screens have been restricted to very few model organisms. Therefore, although deep sequencing is revealing the genes of ever more insect species, the functional studies predom...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms8822

    authors: Schmitt-Engel C,Schultheis D,Schwirz J,Ströhlein N,Troelenberg N,Majumdar U,Dao VA,Grossmann D,Richter T,Tech M,Dönitz J,Gerischer L,Theis M,Schild I,Trauner J,Koniszewski ND,Küster E,Kittelmann S,Hu Y,Lehmann S,S

    更新日期:2015-07-28 00:00:00

  • Hetero-site-specific X-ray pump-probe spectroscopy for femtosecond intramolecular dynamics.

    abstract::New capabilities at X-ray free-electron laser facilities allow the generation of two-colour femtosecond X-ray pulses, opening the possibility of performing ultrafast studies of X-ray-induced phenomena. Particularly, the experimental realization of hetero-site-specific X-ray-pump/X-ray-probe spectroscopy is of special ...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms11652

    authors: Picón A,Lehmann CS,Bostedt C,Rudenko A,Marinelli A,Osipov T,Rolles D,Berrah N,Bomme C,Bucher M,Doumy G,Erk B,Ferguson KR,Gorkhover T,Ho PJ,Kanter EP,Krässig B,Krzywinski J,Lutman AA,March AM,Moonshiram D,Ray D,

    更新日期:2016-05-23 00:00:00

  • Nanocasting SiO2 into metal-organic frameworks imparts dual protection to high-loading Fe single-atom electrocatalysts.

    abstract::Single-atom catalysts (SACs) have sparked broad interest recently while the low metal loading poses a big challenge for further applications. Herein, a dual protection strategy has been developed to give high-content SACs by nanocasting SiO2 into porphyrinic metal-organic frameworks (MOFs). The pyrolysis of SiO2@MOF c...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-020-16715-6

    authors: Jiao L,Zhang R,Wan G,Yang W,Wan X,Zhou H,Shui J,Yu SH,Jiang HL

    更新日期:2020-06-05 00:00:00

  • Two routes to senescence revealed by real-time analysis of telomerase-negative single lineages.

    abstract::In eukaryotes, telomeres cap chromosome ends to maintain genomic stability. Failure to maintain telomeres leads to their progressive erosion and eventually triggers replicative senescence, a pathway that protects against unrestricted cell proliferation. However, the mechanisms underlying the variability and dynamics o...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms8680

    authors: Xu Z,Fallet E,Paoletti C,Fehrmann S,Charvin G,Teixeira MT

    更新日期:2015-07-09 00:00:00

  • Thymosin β4-sulfoxide attenuates inflammatory cell infiltration and promotes cardiac wound healing.

    abstract::The downstream consequences of inflammation in the adult mammalian heart are formation of a non-functional scar, pathological remodelling and heart failure. In zebrafish, hydrogen peroxide released from a wound is the initial instructive chemotactic cue for the infiltration of inflammatory cells, however, the identity...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms3081

    authors: Evans MA,Smart N,Dubé KN,Bollini S,Clark JE,Evans HG,Taams LS,Richardson R,Lévesque M,Martin P,Mills K,Riegler J,Price AN,Lythgoe MF,Riley PR

    更新日期:2013-01-01 00:00:00

  • Climate constrains the evolutionary history and biodiversity of crocodylians.

    abstract::The fossil record of crocodylians and their relatives (pseudosuchians) reveals a rich evolutionary history, prompting questions about causes of long-term decline to their present-day low biodiversity. We analyse climatic drivers of subsampled pseudosuchian biodiversity over their 250 million year history, using a comp...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms9438

    authors: Mannion PD,Benson RBJ,Carrano MT,Tennant JP,Judd J,Butler RJ

    更新日期:2015-09-24 00:00:00

  • Atomically engineering activation sites onto metallic 1T-MoS2 catalysts for enhanced electrochemical hydrogen evolution.

    abstract::Engineering catalytic sites at the atomic level provides an opportunity to understand the catalyst's active sites, which is vital to the development of improved catalysts. Here we show a reliable and tunable polyoxometalate template-based synthetic strategy to atomically engineer metal doping sites onto metallic 1T-Mo...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-08877-9

    authors: Huang Y,Sun Y,Zheng X,Aoki T,Pattengale B,Huang J,He X,Bian W,Younan S,Williams N,Hu J,Ge J,Pu N,Yan X,Pan X,Zhang L,Wei Y,Gu J

    更新日期:2019-02-28 00:00:00

  • Composite functional metasurfaces for multispectral achromatic optics.

    abstract::Nanostructured metasurfaces offer unique capabilities for subwavelength control of optical waves. Based on this potential, a large number of metasurfaces have been proposed recently as alternatives to standard optical elements. In most cases, however, these elements suffer from large chromatic aberrations, thus limiti...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms14992

    authors: Avayu O,Almeida E,Prior Y,Ellenbogen T

    更新日期:2017-04-05 00:00:00

  • The atypical chemokine receptor 3 interacts with Connexin 43 inhibiting astrocytic gap junctional intercellular communication.

    abstract::The atypical chemokine receptor 3 (ACKR3) plays a pivotal role in directing the migration of various cellular populations and its over-expression in tumors promotes cell proliferation and invasiveness. The intracellular signaling pathways transducing ACKR3-dependent effects remain poorly characterized, an issue we add...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-020-18634-y

    authors: Fumagalli A,Heuninck J,Pizzoccaro A,Moutin E,Koenen J,Séveno M,Durroux T,Junier MP,Schlecht-Louf G,Bachelerie F,Schütz D,Stumm R,Smit MJ,Guérineau NC,Chaumont-Dubel S,Marin P

    更新日期:2020-09-25 00:00:00

  • Targeted diversity generation by intraterrestrial archaea and archaeal viruses.

    abstract::In the evolutionary arms race between microbes, their parasites, and their neighbours, the capacity for rapid protein diversification is a potent weapon. Diversity-generating retroelements (DGRs) use mutagenic reverse transcription and retrohoming to generate myriad variants of a target gene. Originally discovered in ...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms7585

    authors: Paul BG,Bagby SC,Czornyj E,Arambula D,Handa S,Sczyrba A,Ghosh P,Miller JF,Valentine DL

    更新日期:2015-03-23 00:00:00

  • Prostate cancer evolution from multilineage primary to single lineage metastases with implications for liquid biopsy.

    abstract::The evolutionary progression from primary to metastatic prostate cancer is largely uncharted, and the implications for liquid biopsy are unexplored. We infer detailed reconstructions of tumor phylogenies in ten prostate cancer patients with fatal disease, and investigate them in conjunction with histopathology and tum...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-020-18843-5

    authors: Woodcock DJ,Riabchenko E,Taavitsainen S,Kankainen M,Gundem G,Brewer DS,Ellonen P,Lepistö M,Golubeva YA,Warner AC,Tolonen T,Jasu J,Isaacs WB,Emmert-Buck MR,Nykter M,Visakorpi T,Bova GS,Wedge DC

    更新日期:2020-10-08 00:00:00

  • Summer warming explains widespread but not uniform greening in the Arctic tundra biome.

    abstract::Arctic warming can influence tundra ecosystem function with consequences for climate feedbacks, wildlife and human communities. Yet ecological change across the Arctic tundra biome remains poorly quantified due to field measurement limitations and reliance on coarse-resolution satellite data. Here, we assess decadal c...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-020-18479-5

    authors: Berner LT,Massey R,Jantz P,Forbes BC,Macias-Fauria M,Myers-Smith I,Kumpula T,Gauthier G,Andreu-Hayles L,Gaglioti BV,Burns P,Zetterberg P,D'Arrigo R,Goetz SJ

    更新日期:2020-09-22 00:00:00

  • Central circuit mechanisms of itch.

    abstract::Itch, in particular chronic forms, has been widely recognized as an important clinical problem, but much less is known about the mechanisms of itch in comparison with other sensory modalities such as pain. Recently, considerable progress has been made in dissecting the circuit mechanisms of itch at both the spinal and...

    journal_title:Nature communications

    pub_type: 杂志文章,评审

    doi:10.1038/s41467-020-16859-5

    authors: Chen XJ,Sun YG

    更新日期:2020-06-16 00:00:00

  • Atomic dispensers for thermoplasmonic control of alkali vapor pressure in quantum optical applications.

    abstract::Alkali metal vapors enable access to single electron systems, suitable for demonstrating fundamental light-matter interactions and promising for quantum logic operations, storage and sensing. However, progress is hampered by the need for robust and repeatable control over the atomic vapor density and over the associat...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-10158-4

    authors: Rusimova KR,Slavov D,Pradaux-Caggiano F,Collins JT,Gordeev SN,Carbery DR,Wadsworth WJ,Mosley PJ,Valev VK

    更新日期:2019-05-24 00:00:00

  • The utility of serology for elimination surveillance of trachoma.

    abstract::Robust surveillance methods are needed for trachoma control and recrudescence monitoring, but existing methods have limitations. Here, we analyse data from nine trachoma-endemic populations and provide operational thresholds for interpretation of serological data in low-transmission and post-elimination settings. Anal...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-018-07852-0

    authors: Pinsent A,Solomon AW,Bailey RL,Bid R,Cama A,Dean D,Goodhew B,Gwyn SE,Jack KR,Kandel RP,Kama M,Massae P,Macleod C,Mabey DCW,Migchelsen S,Müller A,Sandi F,Sokana O,Taoaba R,Tekeraoi R,Martin DL,White MT

    更新日期:2018-12-21 00:00:00

  • Chemo-mechanics of salt damage in stone.

    abstract::Many porous materials are damaged by pressure exerted by salt crystals growing in their pores. This is a serious issue in conservation science, geomorphology, geotechnical engineering and concrete materials science. In all cases, a central question is whether crystallization pressure will cause damage. Here we present...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms5823

    authors: Flatt RJ,Caruso F,Sanchez AM,Scherer GW

    更新日期:2014-09-11 00:00:00

  • Intravenous treatment of choroidal neovascularization by photo-targeted nanoparticles.

    abstract::Choroidal neovascularization (CNV) is the major cause of vision loss in wet age-related macular degeneration (AMD). Current therapies require repeated intravitreal injections, which are painful and can cause infection, bleeding, and retinal detachment. Here we develop nanoparticles (NP-[CPP]) that can be administered ...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-08690-4

    authors: Wang Y,Liu CH,Ji T,Mehta M,Wang W,Marino E,Chen J,Kohane DS

    更新日期:2019-02-18 00:00:00

  • Geographic population structure analysis of worldwide human populations infers their biogeographical origins.

    abstract::The search for a method that utilizes biological information to predict humans' place of origin has occupied scientists for millennia. Over the past four decades, scientists have employed genetic data in an effort to achieve this goal but with limited success. While biogeographical algorithms using next-generation seq...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms4513

    authors: Elhaik E,Tatarinova T,Chebotarev D,Piras IS,Maria Calò C,De Montis A,Atzori M,Marini M,Tofanelli S,Francalacci P,Pagani L,Tyler-Smith C,Xue Y,Cucca F,Schurr TG,Gaieski JB,Melendez C,Vilar MG,Owings AC,Gómez R,Fuji

    更新日期:2014-04-29 00:00:00

  • The AAA + ATPase TorsinA polymerizes into hollow helical tubes with 8.5 subunits per turn.

    abstract::TorsinA is an ER-resident AAA + ATPase, whose deletion of glutamate E303 results in the genetic neuromuscular disease primary dystonia. TorsinA is an unusual AAA + ATPase that needs an external activator. Also, it likely does not thread a peptide substrate through a narrow central channel, in contrast to its closest s...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-019-11194-w

    authors: Demircioglu FE,Zheng W,McQuown AJ,Maier NK,Watson N,Cheeseman IM,Denic V,Egelman EH,Schwartz TU

    更新日期:2019-07-22 00:00:00

  • Semaphorin 4C Plexin-B2 signaling in peripheral sensory neurons is pronociceptive in a model of inflammatory pain.

    abstract::Semaphorins and their transmembrane receptors, Plexins, are key regulators of axon guidance and development of neuronal connectivity. B-type Plexins respond to Class IV semaphorins and mediate a variety of developmental functions. Here we report that the expression of Plexin-B2 and its high-affinity ligand, Sema4C, pe...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/s41467-017-00341-w

    authors: Paldy E,Simonetti M,Worzfeld T,Bali KK,Vicuña L,Offermanns S,Kuner R

    更新日期:2017-08-02 00:00:00

  • Uncovering many-body correlations in nanoscale nuclear spin baths by central spin decoherence.

    abstract::Central spin decoherence caused by nuclear spin baths is often a critical issue in various quantum computing schemes, and it has also been used for sensing single-nuclear spins. Recent theoretical studies suggest that central spin decoherence can act as a probe of many-body physics in spin baths; however, identificati...

    journal_title:Nature communications

    pub_type: 杂志文章

    doi:10.1038/ncomms5822

    authors: Ma WL,Wolfowicz G,Zhao N,Li SS,Morton JJ,Liu RB

    更新日期:2014-09-10 00:00:00