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Base‐Promoted Metal‐/Oxidant‐Free Three‐Component Tandem Annulation: A Strategy for the Construction of 2,4,5‐Trisubstituted Thiazoles via C−N Bond Cleavage of Amidines
Author(s) -
Guo Wei,
Zhao Mingming,
Tan Wen,
Zheng Lvyin,
Tao Kailiang,
Chen Luyan,
Wang Mingfeng,
Chen Deliang,
Fan Xiaolin
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800417
Subject(s) - chemistry , annulation , tandem , bond cleavage , cleavage (geology) , combinatorial chemistry , aryl , alkyl , functional group , base (topology) , organic chemistry , catalysis , materials science , geotechnical engineering , polymer , fracture (geology) , engineering , composite material , mathematical analysis , mathematics
A base‐promoted and metal‐/oxidant‐free one‐pot three‐component tandem annulation of amidines, aryl/alkyl isothiocyanates, and α‐bromoesters/ketones to 2,4,5‐trisubstituted thiazoles is described. This operationally simple protocol involves a base‐promoted C−N bond cleavage of amidines and features readily available starting materials, excellent functional group tolerance, and high step‐economy. It leads to the preparation of 2,4,5‐trisubstituted thiazoles efficiently and has potential applications in the field of drug screening and modification.