Abstract：
:A continuous flow process is presented that enables the efficient synthesis and derivatization of 1,2,4-thiadiazole heterocycles. Special attention was given to the safe handling of the versatile yet hazardous trichloromethane sulfenylchloride reagent including its in-line quenching in order to eliminate malodourous and corrosive by-products. Based on this flow method gram quantities of 5-chloro-3-phenyl-1,2,4-thiadiazole were safely prepared allowing for further elaboration of this valuable building block by reaction with different nitrogen-, sulfur- and oxygen-based nucleophiles. This synthetic approach was subsequently applied to generate a series of bromophenyl-5-chloro-1,2,4-thiadiazoles providing a valuable entry towards further structural diversification on this important heterocyclic scaffold.
journal_name
Bioorg Med Chemjournal_title
Bioorganic & medicinal chemistryauthors
Baumann M,Baxendale IRdoi
10.1016/j.bmc.2017.01.022subject
Has Abstractpub_date
2017-12-01 00:00:00pages
6218-6223issue
23eissn
0968-0896issn
1464-3391pii
S0968-0896(17)30090-1journal_volume
25pub_type
杂志文章abstract：:An unusual class of diterpenoid natural products, 'cycloterpenals' (with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrat...
journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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doi：10.1016/j.bmc.2007.01.034
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
pub_type： 杂志文章
doi：10.1016/j.bmc.2007.06.022
更新日期：2007-09-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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更新日期：2008-05-01 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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更新日期：2010-01-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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doi：10.1016/j.bmc.2010.04.009
更新日期：2010-05-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
pub_type： 杂志文章
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pub_type： 杂志文章
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更新日期：2015-11-01 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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doi：10.1016/j.bmc.2005.01.050
更新日期：2005-04-01 00:00:00
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更新日期：2019-08-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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更新日期：2020-05-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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更新日期：2011-06-01 00:00:00
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
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journal_title：Bioorganic & medicinal chemistry
pub_type： 杂志文章
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更新日期：2012-06-15 00:00:00
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journal_title：Bioorganic & medicinal chemistry
pub_type： 杂志文章
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