A CONVENIENT PROCEDURE FOR THE FORMYLATION OF AMINES AND ALCOHOLS USING CYANOMETHYL FORMATE

Authors
DEUTSCH J NICLAS HJ
Citation
J. Deutsch et Hj. Niclas, A CONVENIENT PROCEDURE FOR THE FORMYLATION OF AMINES AND ALCOHOLS USING CYANOMETHYL FORMATE, Synthetic communications, 23(11), 1993, pp. 1561-1568
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
23
Issue
11
Year of publication
1993
Pages
1561 - 1568
Database
ISI
SICI code
0039-7911(1993)23:11<1561:ACPFTF>2.0.ZU;2-J
Abstract
A simple method for the direct formylation of amines using cyanomethyl formate is described. The formylation succeeds in moderate to high yi elds under mild and neutral conditions. Thus, formamides 2a-f, 2i-m ar e obtained at room temperature. A chemoselective N-formylation is achi eved in the case of ethanolamine. The formylation of nitroanilines and the O-formylation of alcohols only succeeds in the presence of a cata lytic amount of imidazole leading to 2g,h and 3a-e, respectively.