Issue 45, 2017

Copper(i)-catalyzed carbocyclization of acrylamide-tethered alkylidenecyclopropanes with diaryliodonium salts

Abstract

A novel copper-catalyzed carbocyclization of acrylamide-tethered alkylidenecyclopropanes with diaryliodonium salts to construct tetracyclic benzazepine derivatives under mild and convenient conditions has been disclosed. The chemoselective addition of in situ generated arylcopper(III) intermediates onto the activated alkenes triggers the reaction followed by a ring-opening process of alkylidenecyclopropanes, leading to the formation of tetracyclic benzazepine derivatives in moderate to good yields, with excellent functional group tolerance.

Graphical abstract: Copper(i)-catalyzed carbocyclization of acrylamide-tethered alkylidenecyclopropanes with diaryliodonium salts

Supplementary files

Article information

Article type
Paper
Submitted
10 Oct 2017
Accepted
27 Oct 2017
First published
27 Oct 2017

Org. Biomol. Chem., 2017,15, 9616-9621

Copper(I)-catalyzed carbocyclization of acrylamide-tethered alkylidenecyclopropanes with diaryliodonium salts

X. Zhang, Y. Wei and M. Shi, Org. Biomol. Chem., 2017, 15, 9616 DOI: 10.1039/C7OB02502E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements