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Copper(I)-catalyzed ketone, amine, and alkyne coupling for the synthesis of 2-alkynylpyrrolidines and -piperidines

Journal Contribution - Journal Article

A Cu(I)-catalyzed coupling of a ω-chloro ketone, a primary amine, and an alkyne is described. This protocol allows for the synthesis of α-quaternary carbons in 2-alkynyl-substituted N-heterocycles. The key step is the in situ generation of a cyclic ketiminium species, which has enhanced reactivity for alkynylation compared to acyclic ketiminium species.
Journal: Organic letters
ISSN: 1523-7060
Volume: 18
Pages: 4782 - 4785
Publication year:2016
Keywords:A1 Journal article
BOF-keylabel:yes
BOF-publication weight:10
CSS-citation score:1
Authors from:Higher Education
Accessibility:Open