Synlett 2024; 35(17): 2032-2036
DOI: 10.1055/a-2283-5928
letter

The Difunctionalization of Alkenes Completed by DMTSM and CF3SO2Na without Metal Catalysts

Siwei Shen
a   State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 73000, Gansu, P. R. of China
,
Jinzhao Gao
a   State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 73000, Gansu, P. R. of China
,
Xiaofeng Luo
b   Chengdu Guibao Science and Technology Co, Ltd, Chengdu 610041 Sichuan, P. R. of China
,
Tianqiang Wang
b   Chengdu Guibao Science and Technology Co, Ltd, Chengdu 610041 Sichuan, P. R. of China
,
Peihua Liu
c   Research Institute of Oil and Gas Technology of Changqing Oilfield Company, Xian 710018, Shanxi, P. R. of China
,
Rulong Yan
a   State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 73000, Gansu, P. R. of China
› Author Affiliations
This work was supported by the National Natural Science Foundation of China (22371104), the Key Program of Natural Science Foundation of Gansu Province, China (22JR5RA408), the Sichuan Province Science and Technology Support Program (2023ZHCG0046); the Science and Technology Program of Gansu Province (23CXGA0047).


Abstract

The electrophilic thiolation of alkenes initiated by DMTSM and the addition of CF3SO2Na in one pot has been developed. This reaction also can be extended to ArSO2Na. This protocol features a good substrate scope, simple procedures, and mild reaction conditions and affords the desired products in moderate yields without metal catalysts.

Supporting Information



Publication History

Received: 31 January 2024

Accepted after revision: 07 March 2024

Accepted Manuscript online:
07 March 2024

Article published online:
22 March 2024

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