Carbonylative N-Heterocyclization via Nitrogen-Directed C-C Bond Activation of Nonactivated Cyclopropanes

Calow, Adam DJ, Dailler, David and Bower, John F ORCID: 0000-0002-7551-8221 (2022) Carbonylative N-Heterocyclization via Nitrogen-Directed C-C Bond Activation of Nonactivated Cyclopropanes. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 144 (25). pp. 11069-11074.

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Official URL: http://dx.doi.org/10.1021/jacs.2c02921

Abstract

Under Rh-catalyzed conditions, secondary amines and anilines function as directing groups to facilitate regioselective C-C bond activation of nonactivated cyclopropanes. The resulting amino-stabilized rhodacycles undergo carbonylative C-N bond formation en route to challenging seven- and eight-membered lactams. The processes represent rare examples where C-C bond oxidative addition of nonactivated cyclopropanes is exploited in reaction design.

Item Type:	Article
Uncontrolled Keywords:	Nitrogen, Amines, Cyclopropanes, Catalysis
Divisions:	Faculty of Science and Engineering > School of Physical Sciences
Depositing User:	Symplectic Admin
Date Deposited:	07 Jul 2022 14:28
Last Modified:	18 Jan 2023 20:56
DOI:	10.1021/jacs.2c02921
Open Access URL:	https://doi.org/10.1021/jacs.2c02921
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3157952