AN ELIMINATION-REACTION OF N-CARBOMETHOXY-N,N-DIMETHYLHYDRAZONIUM SALTS TO ALKYL NITRILES

Authors
XIAO ZJ TIMBERLAKE JW
Citation
Zj. Xiao et Jw. Timberlake, AN ELIMINATION-REACTION OF N-CARBOMETHOXY-N,N-DIMETHYLHYDRAZONIUM SALTS TO ALKYL NITRILES, Tetrahedron, 54(42), 1998, pp. 12715-12720
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
42
Year of publication
1998
Pages
12715 - 12720
Database
ISI
SICI code
0040-4020(1998)54:42<12715:AEONS>2.0.ZU;2-H
Abstract
A new kind of elimination of hydrazonium salts to alkyl nitriles has b een developed. The reaction of hydrazones and chloroformates results i n the formation of hydrazonium salts, which react in situ with water t o afford alkyl nitriles. The elimination is adapted to a range of solv ents and gives good yields of a-secondary and tertiary alkyl-substitut ed nitriles. (C) 1998 Elsevier Science Ltd. All rights reserved.