Rapid and Catalyst-Free α-Halogenation of Ketones using N-Halosuccinamides in DMSO

α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalys...

Full description

Saved in:
Bibliographic Details
Published inSynthetic communications Vol. 37; no. 23; pp. 4149 - 4156
Main Authors Sreedhar, B., Surendra Reddy, P., Madhavi, M.
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis Group 01.12.2007
Taylor & Francis
Subjects
carbonyl compounds
catalyst-free conditions
Chemistry
Chemistry, Organic
NBS
NCS
NIS
Physical Sciences
Science & Technology
α-halogenation
MILD
catalyst-free conditions
alpha-halogenation
ACID
ATOM-TRANSFER
NIS
MANGANESE(III)
RADICALS
ACETATE
carbonyl compounds
NBSNCS
CYCLIZATION
Online AccessGet full text

Cover

More Information
Summary:α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397910701574908