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 6 2019
Accepted
17 8 2019
First published
28 8 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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