Tetrabutylammonium iodide catalyzed allylic sulfonylation of α-methyl styrene derivatives with sulfonylhydrazides

Xiaoqing Li; Xiangsheng Xu; Can Zhou

doi:10.1039/C2CC36960E

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Chemical Communications

Issue 100, 2012

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Tetrabutylammonium iodide catalyzed allylic sulfonylation of α-methyl styrene derivatives with sulfonylhydrazides

Xiaoqing Li,*^a Xiangsheng Xu^a and Can Zhou^a

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College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: xqli@zjut.edu.cn ;
Fax: +86 571 88320799 ;
Tel: +86 571 88320799

Chem. Commun., 2012,48, 12240-12242

DOI: 10.1039/C2CC36960E
Received 25 Sep 2012, Accepted 02 Nov 2012
First published online 05 Nov 2012

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Sulfonyl radicals generated from sulfonylhydrazides by the Bu₄NI–tert-butyl hydroperoxide (TBHP) catalysis system underwent addition to a variety of α-methyl styrene derivatives to give the corresponding allylic sulfones. This selective allylic sulfonylation is metal-free, operationally simple, and environmentally friendly.

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