Premium
Synthesis of α‐Ketoamides by a Molecular‐Sieves‐Promoted Formal Oxidative Coupling of Aliphatic Aldehydes with Isocyanides
Author(s) -
Grassot JeanMarie,
Masson Géraldine,
Zhu Jieping
Publication year - 2008
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.200704840
Subject(s) - isocyanide , alkyl , molecular sieve , aldehyde , aryl , chemistry , acetic acid , organic chemistry , coupling reaction , catalysis
A twist in the Ugi four‐component reaction : The reaction of an aldehyde, an isocyanide, N ‐methylhydroxylamine, and acetic acid in the presence of 4‐Å molecular sieves afforded α‐ketoamides in moderate to good yields (see scheme). In contrast, 3‐Å molecular sieves did not promote the desired multicomponent reaction. R 1 =alkyl; R 2 =alkyl, aryl.