Issue 85, 2021

Construction of an isoquinolinone framework from carboxylic-ester-directed umpolung ring opening of methylenecyclopropanes

Abstract

An interesting type of reaction involving functionalized methylenecyclopropanes (MCPs) has been revealed. Here, a nucleophilic attack of an anionic species onto a partially polarity-reversed MCP was realized by treating a neighbouring carboxylic ester tethered to the MCP and amine with KHMDS to realize an umpolung ring opening of the MCP. This work established an operationally convenient protocol for the rapid construction of isoquinolinone frameworks.

Graphical abstract: Construction of an isoquinolinone framework from carboxylic-ester-directed umpolung ring opening of methylenecyclopropanes

Supplementary files

Article information

Article type
Communication
Submitted
30 Aug 2021
Accepted
27 Sep 2021
First published
27 Sep 2021

Chem. Commun., 2021,57, 11201-11204

Construction of an isoquinolinone framework from carboxylic-ester-directed umpolung ring opening of methylenecyclopropanes

H. Wei, Y. Wei and M. Shi, Chem. Commun., 2021, 57, 11201 DOI: 10.1039/D1CC04826K

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