Metal-free intermolecular cyclopropanation between alkenes and iodonium ylides mediated by PhI(OAc)2·Bu4NI

Jason Tao; Carl D. Estrada; Graham K. Murphy

doi:10.1039/C7CC04859A

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Metal-free intermolecular cyclopropanation between alkenes and iodonium ylides mediated by PhI(OAc)₂·Bu₄NI†

Jason Tao,

^a Carl D. Estrada^a and Graham K. Murphy

*^a

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* Corresponding authors

^a Department of Chemistry, University of Waterloo, 200 University Ave. W., Waterloo, ON, Canada
E-mail: graham.murphy@uwaterloo.ca

Abstract

A rapid, mild and metal-free intermolecular cyclopropanation between iodonium ylides and alkene-containing substrates mediated by PhI(OAc)₂·Bu₄NI is reported. Iodonium ylides of cyclic and acyclic 1,3-dicarbonyls were reacted with a variety of mono-, di-, tri- and tetra-substituted alkenes of various structural types to give 29 cyclopropanes in up to 97% yield.

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Article information

DOI: https://doi.org/10.1039/C7CC04859A
Article type: Communication
Submitted: 22 Jun 2017
Accepted: 18 Jul 2017
First published: 18 Jul 2017

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Chem. Commun., 2017,53, 9004-9007

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Metal-free intermolecular cyclopropanation between alkenes and iodonium ylides mediated by PhI(OAc)₂·Bu₄NI

J. Tao, C. D. Estrada and G. K. Murphy, Chem. Commun., 2017, 53, 9004 DOI: 10.1039/C7CC04859A

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