N-heterocyclic carbene catalyzed cyanation reaction of carbonyl compounds with ethyl cyanoformate and acetyl cyanide

N-heterocyclic carbene catalyzed cyanation reaction of carbonyl compounds with ethyl cyanoformate and acetyl cyanide

N-heterocyclic carbene (NHC) has been employed as an efficient catalyst for cyanation reaction of carbonyl compounds. Under catalysis of 1mol% NHCs, various aldehydes and 2,2,2-trifluoroacetophenone coupled with ethyl cyanoformate in THF to provide cyanohydrins ethyl carbonates in excellent yields....

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters Vol. 52; no. 52; pp. 7153 - 7156
Main Authors: Zhang, Jie, Du, GuangFen, Xu, YueKe, He, Lin, Dai, Bin
Format: Journal Article
Language:English
Published: Kidlington Elsevier Ltd 28-12-2011
Elsevier
Subjects:
Acetyl cyanide
Aldehydes
Aliphatic compounds
Carbenes
Carbonates
Carbonyl compounds
Catalysis
Catalysts
Catalysts: preparations and properties
Chemistry
Cyanation reaction
Cyanides
Dichloroethane
Ethyl cyanoformate
Exact sciences and technology
General and physical chemistry
N-heterocyclic carbenes
Organic chemistry
Preparations and properties
Tetrahedrons
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Acetyl cyanide
Carbonyl compounds
Ethyl cyanoformate
Cyanation reaction
N-heterocyclic carbenes
N-heterocyclic carbene
Catalytic reaction
Nitrile
Organic carbonate
Cyanides
Aldehyde
Tetrahydrofurane
Carbonyl Compounds
Cyanohydrin
Catalysis
Cyaniding
Catalyst
Acylation
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:N-heterocyclic carbene (NHC) has been employed as an efficient catalyst for cyanation reaction of carbonyl compounds. Under catalysis of 1mol% NHCs, various aldehydes and 2,2,2-trifluoroacetophenone coupled with ethyl cyanoformate in THF to provide cyanohydrins ethyl carbonates in excellent yields. While in the presence of 10mol% catalyst, different types of aldehydes and 2,2,2-trifluoroacetophenone reacted with acetyl cyanide in dichloroethane to give acylated cyanohydrins in moderate to high yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.10.119