Manganese-catalyzed regiospecific sp3 C–S bond formation through C–C bond cleavage of cyclobutanols

Rongguo Ren; Zhen Wu; Chen Zhu

doi:10.1039/C6CC01843B

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Manganese-catalyzed regiospecific sp³ C–S bond formation through C–C bond cleavage of cyclobutanols†

Rongguo Ren,‡^a Zhen Wu ‡^a and Chen Zhu*^ab

Author affiliations

* Corresponding authors

^a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China
E-mail: chzhu@suda.edu.cn

^b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

Abstract

A manganese-catalyzed regioselective sp³ C–S bond formation through C–C bond cleavage of cyclobutanols is described. A variety of primary and secondary alkyl thioethers are efficiently prepared under mild reaction conditions. The mechanistic pathways involving radical-mediated tandem C–C bond cleavage and C–S bond formation are proposed.

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Article information

DOI: https://doi.org/10.1039/C6CC01843B
Article type: Communication
Submitted: 01 Mar 2016
Accepted: 29 May 2016
First published: 01 Jun 2016

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Chem. Commun., 2016,52, 8160-8163

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Manganese-catalyzed regiospecific sp³ C–S bond formation through C–C bond cleavage of cyclobutanols

R. Ren, Z. Wu and C. Zhu, Chem. Commun., 2016, 52, 8160 DOI: 10.1039/C6CC01843B

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