Issue 12, 2016
From the journal:

Organic Chemistry Frontiers

Metal-free synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO via a tandem sulfenylation/cyclization reaction in a one-pot manner†

Zhenyu An,a   Yue She,a   Xiaodong Yang,a   Xiaobo Panga  and  Rulong Yan*a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, Key laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, Department of Chemistry, Lanzhou University, Lanzhou, Gansu, China
E-mail: yanrl@lzu.edu.cn
Fax: +0931-8912596

Abstract

A tandem sulfenylation/cyclization reaction for the synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO in a one-pot manner has been developed. DMSO as a methylthiolation agent has been used for C–S bond formation in this process. Homopropargylic alcohols with various substituted groups proceed smoothly and the desired 3-methylthiofurans are obtained in moderate to good yields.

Graphical abstract: Metal-free synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO via a tandem sulfenylation/cyclization reaction in a one-pot manner

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Article information

DOI
https://doi.org/10.1039/C6QO00462H
Article type
Research Article
Submitted
19 Aug 2016
Accepted
26 Sep 2016
First published
28 Sep 2016

Org. Chem. Front., 2016,3, 1746-1749

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Metal-free synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO via a tandem sulfenylation/cyclization reaction in a one-pot manner

Z. An, Y. She, X. Yang, X. Pang and R. Yan, Org. Chem. Front., 2016, 3, 1746 DOI: 10.1039/C6QO00462H

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