Journal article

Intermolecular addition reactions of N-alkyl-N-chlorosulfonamides to unsaturated compounds


Authors listHeuger, G; Göttlich, R

Publication year2015

Pages1226-1234

JournalBeilstein Journal of Organic Chemistry

Volume number11

Open access statusGold

DOI Linkhttps://doi.org/10.3762/bjoc.11.136

PublisherBeilstein-Institut


Abstract
N-Alkyl-N-chlorosulfonamides add to alkenes under
copper(I) catalysis. In reactions of styrene derivatives with terminal
double bonds the addition products were obtained in excellent yield and
high regioselectivity. Lower yields are obtained in addition reactions
to non-aromatic alkenes. The reaction most likely proceeds via a redox
catalysis and amidyl radicals, a concerted mechanism has been ruled out
and a polar mechanism via chloronium ions would lead to the opposite
regiochemistry.




Citation Styles

Harvard Citation styleHeuger, G. and Göttlich, R. (2015) Intermolecular addition reactions of N-alkyl-N-chlorosulfonamides to unsaturated compounds, Beilstein Journal of Organic Chemistry, 11, pp. 1226-1234. https://doi.org/10.3762/bjoc.11.136

APA Citation styleHeuger, G., & Göttlich, R. (2015). Intermolecular addition reactions of N-alkyl-N-chlorosulfonamides to unsaturated compounds. Beilstein Journal of Organic Chemistry. 11, 1226-1234. https://doi.org/10.3762/bjoc.11.136


Last updated on 2025-10-06 at 10:31