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Thiols in Ugi‐ and Passerini–Smiles‐Type Couplings
Author(s) -
Barthelon Anaëlle,
El Kaïm Laurent,
Gizolme Marie,
Grimaud Laurence
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800859
Subject(s) - chemistry , smiles rearrangement , scope (computer science) , ugi reaction , combinatorial chemistry , coupling (piping) , organic chemistry , stereochemistry , isocyanide , mechanical engineering , computer science , engineering , programming language
Abstract The use of the Smiles rearrangement in Ugi‐type couplings with aromatic mercaptans allows for the straightforward, multicomponent formation of α‐arylamino thiocarboxamides. The scope of this new four‐component coupling is further broadened with the use of heterocyclic mercapto derivatives that afford thioamides of high biological interest in one step. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)