Issue 13, 2020
From the journal:

Organic Chemistry Frontiers

Photocatalyzed formal carbooxygenation of terminal alkynes†

Fengjuan Chen,a   Can Yang,a   Xinwei Hu,a   Xiaoqi Zhang, ORCID logo b   Haisheng Xie,a   Huanfeng Jiang, ORCID logo a   Fubin Jiangc  and  Wei Zeng ORCID logo *a  

* Corresponding authors

a Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China
E-mail: zengwei@scut.edu.cn

b Guangdong Provincial Engineering Research Center for Modernization of TCM, College of Pharmacy, Jinan University, Guangzhou 510632, China

c College of Chemistry, Beijing Normal University, Beijing, China

Abstract

An efficient visible-light-induced formal carbooxygenation of N-arylsulfonylamido alkynes has been developed. This metal-free transformation allows for the rapid assembly of 4-formyl benzothiazines from readily available substrates through the sequential formation of C–C and C[double bond, length as m-dash]O bonds. 18O isotope tracing revealed that the formyl oxygen is derived from aerial oxygen.

Graphical abstract: Photocatalyzed formal carbooxygenation of terminal alkynes

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Article information

DOI
https://doi.org/10.1039/D0QO00020E
Article type
Research Article
Submitted
06 Jan 2020
Accepted
19 May 2020
First published
21 May 2020

Org. Chem. Front., 2020,7, 1600-1605

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Photocatalyzed formal carbooxygenation of terminal alkynes

F. Chen, C. Yang, X. Hu, X. Zhang, H. Xie, H. Jiang, F. Jiang and W. Zeng, Org. Chem. Front., 2020, 7, 1600 DOI: 10.1039/D0QO00020E

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