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Finding Reaction Pathways for Multicomponent Reactions: The Passerini Reaction is a Four‐Component Reaction
Author(s) -
Maeda Satoshi,
Komagawa Shinsuke,
Uchiyama Masanobu,
Morokuma Keiji
Publication year - 2011
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.201005336
Subject(s) - isocyanide , aldehyde , component (thermodynamics) , ketone , chemistry , reaction mechanism , carboxylic acid , organic chemistry , ugi reaction , molecule , combinatorial chemistry , catalysis , physics , thermodynamics
Route finder : The Passerini three‐component reaction of a carboxylic acid, an aldehyde (or ketone), and an isocyanide to give an α‐acyloxycarboxamide actually follows a four‐component mechanism involving an additional molecule of carboxylic acid (see scheme). The discovery was made by applying a new “reaction route explorer” to the simplest Passerini reaction (HCOOH+HCHO+CH 3 NC).