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Synthesis of Functionalized Thiophenes by Four‐component Reactions of 1,3‐Thiazolidinedione, Aromatic Aldehydes, Cyanoacetamide and Cyclic Secondary Amines
Author(s) -
Yao Rong,
Xia Eryan,
Sun Jing,
Yan Chaoguo
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201180417
Subject(s) - chemistry , cyanoacetamide , piperidine , knoevenagel condensation , morpholine , thiophene , cyclic amines , organic chemistry , pyrrolidine , thiazolidinedione , ring (chemistry) , combinatorial chemistry , medicinal chemistry , amine gas treating , catalysis , medicine , type 2 diabetes , diabetes mellitus , endocrinology
The polysubstituted thiophene derivatives were conveniently prepared by the four‐component reactions of 1,3‐thiazolidinedione, aromatic aldehydes, cyanoacetamide and cyclic secondary amines such as pyrrolidine, morpholine and piperidine. The reaction mechanism is believed to involve domino reactions of Knoevenagel condensation, Michael addition, ring‐opening and recyclization of 1,3‐thiazolidinedione.