A FACILE METHOD FOR THE ALPHA-MONOCHLORINATION OF ALDIMINES AND ALDEHYDES

Authors
DEKIMPE N COPPENS W KRAUZE A DECORTE B STEVENS C WELCH J
Citation
N. Dekimpe et al., A FACILE METHOD FOR THE ALPHA-MONOCHLORINATION OF ALDIMINES AND ALDEHYDES, Bulletin des Societes chimiques belges, 101(3), 1992, pp. 237-241
Citations number
18
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
101
Issue
3
Year of publication
1992
Pages
237 - 241
Database
ISI
SICI code
0037-9646(1992)101:3<237:AFMFTA>2.0.ZU;2-G
Abstract
Aldimines were selectively alpha-monochlorinated without any interfere nce of alpha,alpha-dichlorinated derivatives, by a sequence of reactio ns involving alpha-trimethylsilylation of preformed 1-azaenolates, alp ha-chlorination using N-chlorosuccinimide and desilylation in methanol . Upon acidic hydrolysis, these alpha-monochloroimines provide an easy access to alpha-monochloroaldehydes.