Finding Reaction Pathways for Multicomponent Reactions: The Passerini Reaction is a Four-Component Reaction

Finding Reaction Pathways for Multicomponent Reactions: The Passerini Reaction is a Four-Component Reaction

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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2011-01, Vol.50 (3), p.644-649
Hauptverfasser: Maeda, Satoshi, Komagawa, Shinsuke, Uchiyama, Masanobu, Morokuma, Keiji
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Amides - chemical synthesis
Amides - chemistry
Carboxylic Acids - chemistry
Cyanides - chemistry
density functional calculations
Ketones - chemistry
multicomponent reactions
Passerini reaction
reaction mechanisms
transition states
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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+CH3NC).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201005336