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A Ring‐Expansion Methodology Involving Multicomponent Reactions: Highly Efficient Access to Polysubstituted Furan‐Fused 1,4‐Thiazepine Derivatives
Author(s) -
Ma Cheng,
Ding Hanfeng,
Zhang Yiping,
Bian Ming
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200602836
Subject(s) - furan , ring (chemistry) , chemistry , combinatorial chemistry , component (thermodynamics) , simple (philosophy) , scheme (mathematics) , computer science , organic chemistry , mathematics , physics , thermodynamics , mathematical analysis , philosophy , epistemology
Tri‐ed and tested : Ring expansion processes were observed in the novel three‐component reaction of thiazolium salts 1 , 1,1‐disubstituted ketenes 2 (generated in situ), and activated alkynes (see scheme, EWG=electron‐withdrawing group). This protocol allows highly efficient assembly of unique furan‐fused 1,4‐thiazepine derivatives from simple and readily accessible starting materials.