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Copper-catalyzed alkynylation/annulation cascades of N-allyl ynamides: regioselective access to medium-sized N-heterocycles

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Abstract

A synthetic strategy based on sequential application of aza-Claisen rearrangement, C–H functionalization, C–N coupling and cyclization as key steps has been developed for the synthesis of various medium-sized N-heterocycles of pharmaceutical relevance. This efficient new method exhibits a broad scope and provides a highly efficient synthesis of N-heterocycles of different ring sizes (6-, 7-, 8-, and 9-membered rings) in moderate to good yields.

Graphical abstract: Copper-catalyzed alkynylation/annulation cascades of N-allyl ynamides: regioselective access to medium-sized N-heterocycles

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Supplementary files

Article information


Submitted
23 Jul 2020
Accepted
29 Sep 2020
First published
30 Sep 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Copper-catalyzed alkynylation/annulation cascades of N-allyl ynamides: regioselective access to medium-sized N-heterocycles

X. Yang, J. Huang, F. Wang, Z. Liu, Y. Li, C. Tao and J. Wang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00837K

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