POLAR EFFECTS IN FREE-RADICAL REACTIONS - HOMOLYTIC HETEROAROMATIC SUBSTITUTIONS BY ALKYL BROMIDES

Authors
MINISCI F FONTANA F PIANESE G YAN YM
Citation
F. Minisci et al., POLAR EFFECTS IN FREE-RADICAL REACTIONS - HOMOLYTIC HETEROAROMATIC SUBSTITUTIONS BY ALKYL BROMIDES, Journal of organic chemistry, 58(16), 1993, pp. 4207-4211
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
16
Year of publication
1993
Pages
4207 - 4211
Database
ISI
SICI code
0022-3263(1993)58:16<4207:PEIFR->2.0.ZU;2-J
Abstract
Alkyl bromides have been utilized for the first time as radical source s for heteroaromatic substitution. A variety of Procedures was reveale d to be successful for bromine abstraction: Bu3SnH with AIBN, (Me3Si)3 SiH with AIBN, PhSiH, Ph2SiH2, or Et3SiH associated with peroxides (H2 O2, t-BuOOH, (t-BuO)2, (t-BuOOCO)2, (PhCOO)2). The importance of the p olar effects is discussed.