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Regioselective Passerini and Passerini–Knoevenagel Reactions with vic ‐Diketo Amides
Author(s) -
Roßbach Jan,
Harms Klaus,
Koert Ulrich
Publication year - 2014
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.201301548
Subject(s) - knoevenagel condensation , chemistry , triethylamine , regioselectivity , organic chemistry , catalysis , acetic acid
The Passerini reaction of vic ‐diketo amides with a variety of isocyanides and carboxylic acids has been examined. α‐Acyloxy β‐keto carboxamides were formed regioselectively as the major products. For the Passerini reactions with electron‐withdrawing‐group‐substituted acetic acids, a one‐pot Passerini–Knoevenagel reaction was accomplished by the addition of triethylamine.