Facile direct conversion of aldehydes to esters and amides using acetone cyanohydrin

TitleFacile direct conversion of aldehydes to esters and amides using acetone cyanohydrin
Publication TypeJournal Article
Year of Publication2005
AuthorsRaj, IVP, Sudalai, A
JournalTetrahedron Letters
Volume46
Issue48
Pagination8303-8306
Date PublishedNOV
Type of ArticleArticle
ISSN0040-4039
Keywordsamidation, esteritication, reduction, sodium cyanide
Abstract

Aromatic aldehydes with electron-withdrawing groups undergo rapid reactions with a variety of alcohols and secondary amines to afford the corresponding esters and amides, respectively, in high yields, when treated with NaCN or acetone cyanohydrin and base under ambient reaction conditions. In case of alpha,beta-unsaturated aldehydes, simultaneous reduction of the C=C bond along with esterification occurred to produce the saturated esters in high yields. (c) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2005.09.173
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.347
Divison category: 
Chemical Engineering & Process Development