Journalartikel

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


AutorenlisteHeuger, G; Göttlich, R

Jahr der Veröffentlichung2015

Seiten1226-1234

ZeitschriftBeilstein Journal of Organic Chemistry

Bandnummer11

Open Access StatusGold

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

VerlagBeilstein-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.




Autoren/Herausgeber




Zitierstile

Harvard-ZitierstilHeuger, 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-ZitierstilHeuger, 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



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