Issue 20, 2019
From the journal:

Organic & Biomolecular Chemistry

Photocatalytic aerobic α-thiolation/annulation of carbonyls with mercaptobenzimidazoles†

Xiaochen Ji,*a   Muyun Tan,a   Mei Fu,a   Guo-Jun Deng ORCID logo a  and  Huawen Huang ORCID logo *a  

* Corresponding authors

a Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China
E-mail: hwhuang@xtu.edu.cn, xcji@xtu.edu.cn

Abstract

A concise aerobic photocatalysis using a blue LED combined with a Lewis acid has been developed to enable α-thiolation/annulation of carbonyls. Inexpensive, nontoxic Rose Bengal was demonstrated as the best catalyst. Hence, this transition-metal-free protocol allows mild Csp3–S couplings with both ketones and aliphatic aldehydes with a range of compatible useful functionalities.

Graphical abstract: Photocatalytic aerobic α-thiolation/annulation of carbonyls with mercaptobenzimidazoles

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Article information

DOI
https://doi.org/10.1039/C9OB00625G
Article type
Communication
Submitted
17 Mar 2019
Accepted
29 Apr 2019
First published
29 Apr 2019

Org. Biomol. Chem., 2019,17, 4979-4983

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Photocatalytic aerobic α-thiolation/annulation of carbonyls with mercaptobenzimidazoles

X. Ji, M. Tan, M. Fu, G. Deng and H. Huang, Org. Biomol. Chem., 2019, 17, 4979 DOI: 10.1039/C9OB00625G

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