Issue 40, 2019

A transition-metal-free & diazo-free styrene cyclopropanation

Abstract

An operationally simple and broadly applicable novel cyclopropanation of styrenes using gem-diiodomethyl carbonyl reagents has been developed. Visible-light triggered the photoinduced generation of iodomethyl carbonyl radicals, able to cyclopropanate a wide array of styrenes with excellent chemoselectivity and functional group tolerance. To highlight the utility of our photocyclopropanation, we demonstrated the late-stage functionalization of biomolecule derivatives.

Graphical abstract: A transition-metal-free & diazo-free styrene cyclopropanation

Supplementary files

Article information

Article type
Edge Article
Submitted
05 Jun 2019
Accepted
17 Aug 2019
First published
28 Aug 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 9374-9379

A transition-metal-free & diazo-free styrene cyclopropanation

A. G. Herraiz and M. G. Suero, Chem. Sci., 2019, 10, 9374 DOI: 10.1039/C9SC02749A

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