Passerini Three-Component Reaction of Alcohols under Catalytic Aerobic Oxidative Conditions
Brioche, Julien; Masson, Geraldine; Zhu, Jieping
2010

Abstract

Alcs. instead of aldehydes were used in the Passerini three-component reaction under catalytic aerobic conditions. Mixing alcs., isocyanides, and carboxylic acids in toluene in the presence of a catalytic amt. of cupric chloride, NaNO2, and TEMPO afforded, under an oxygen atm., the P-3CR adducts in good yields. [on SciFinder (R)]

Details

Title Passerini Three-Component Reaction of Alcohols under Catalytic Aerobic Oxidative Conditions
Author(s) Brioche, Julien ; Masson, Geraldine ; Zhu, Jieping
Published in Organic Letters
Volume 12
Issue 7
Pages 1432-1435
Date 2010
Keywords
Note CAN 152:429273, 23-18, Aliphatic Compounds, Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr., Journal, 1523-7060, written in English., 60-12-8 (2-Phenylethanol); 65-85-0 (Benzoic acid); 79-31-2; 103-82-2 (Benzeneacetic acid); 104-76-7; 122-97-4 (Benzenepropanol); 349-95-1; 503-74-2; 541-47-9; 821-41-0 (5-Hexen-1-ol); 931-53-3 (Cyclohexylisocyanide); 1759-53-1 (Cyclopropanecarboxylic acid); 2516-33-8 (Cyclopropanemethanol); 2769-71-3 (2,6-Dimethylphenyl isocyanide); 3173-56-6 (Benzyl isocyanate); 3966-32-3; 4541-14-4; 5299-60-5; 7188-38-7 (tert-Butyl isocyanide); 14347-78-5; 18982-54-2; 120346-83-0; 154477-03-9 Role: RCT (Reactant), RACT (Reactant or reagent) (Passerini three-component coupling reaction of alcs., isocyanides, and carboxylic acids under catalytic aerobic oxidative conditions); 1220532-88-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (Passerini three-component coupling reaction of alcs., isocyanides, and carboxylic acids under catalytic aerobic oxidative conditions); 901765-08-0P; 1220532-60-4P; 1220532-62-6P; 1220532-64-8P; 1220532-66-0P; 1220532-68-2P; 1220532-71-7P; 1220532-72-8P; 1220532-74-0P; 1220532-77-3P; 1220532-79-5P; 1220532-80-8P; 1220532-81-9P; 1220532-82-0P; 1220532-83-1P; 1220532-84-2P; 1220532-85-3P; 1220532-86-4P; 1220532-87-5P Role: SPN (Synthetic preparation), PREP (Preparation) (Passerini three-component coupling reaction of alcs., isocyanides, and carboxylic acids under catalytic aerobic oxidative conditions)
DOI https://doi.org/10.1021/ol100012y
Laboratories LSPN
Record Appears in Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date 2010-11-25

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