Synthesis 2020; 52(05): 755-762
DOI: 10.1055/s-0039-1690754
paper
© Georg Thieme Verlag Stuttgart · New York

Base-Promoted Direct Synthesis of Sulfinates from N-Sulfonyl­hydrazones under Metal-Free Conditions

Yuan-Zhao Ji
a   School of Marine Science and Technology, Harbin Institute of Technology, 2 Wenhuaxi Road, Weihai 264209, P. R. of China
,
Qin-Xi Wu
a   School of Marine Science and Technology, Harbin Institute of Technology, 2 Wenhuaxi Road, Weihai 264209, P. R. of China
,
Hui-Jing Li
a   School of Marine Science and Technology, Harbin Institute of Technology, 2 Wenhuaxi Road, Weihai 264209, P. R. of China
b   Weihai Institute of Marine Biomedical Industrial Technology, Wendeng District, Weihai 264400, P. R. of China   Email: lihuijing@iccas.ac.cn   Email: ycwu@iccas.ac.cn
,
Dong-Hui Luo
a   School of Marine Science and Technology, Harbin Institute of Technology, 2 Wenhuaxi Road, Weihai 264209, P. R. of China
,
Yan-Chao Wu
a   School of Marine Science and Technology, Harbin Institute of Technology, 2 Wenhuaxi Road, Weihai 264209, P. R. of China
b   Weihai Institute of Marine Biomedical Industrial Technology, Wendeng District, Weihai 264400, P. R. of China   Email: lihuijing@iccas.ac.cn   Email: ycwu@iccas.ac.cn
› Author Affiliations
This work was supported by the Key Technology Research and Development Program of Shandong (2019GSF108089), the Natural Science Foundation of Shandong Province (ZR2019MB009), the National Natural Science Foundation of China (21372054, 21672046), and the fund from the Huancui District of Weihai City.
Further Information

Publication History

Received: 28 September 2019

Accepted after revision: 08 November 2019

Publication Date:
20 November 2019 (online)


Abstract

A base-promoted direct synthesis of sulfinates from N-sulfonylhydrazones is described. Various N-sulfonylhydrazones, derived from aldehydes and ketones, are converted into the corresponding sulfinates in moderate to good yields. This protocol possesses many advantages such as readily available and stable starting materials, broad substrate scope, and metal-free reaction conditions.

Supporting Information