Synthesis 2020; 52(05): 711-718
DOI: 10.1055/s-0039-1691486
paper
© Georg Thieme Verlag Stuttgart · New York

Electrochemically Induced Thiocyanation of Enaminones: Synthesis of Functionalized Alkenes and Chromones

Zan Yang
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
Yanhong Wang
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
Liping Hu
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
Jiangjing Yu
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
An Li
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
b   Hunan Province Engineering Research Center of Radioactive Control Technology in Uranium Mining and Metallurgy & Hunan Province Engineering Technology Research Center of Uranium Tailings Treatment Technology, University of South China, Hengyang 421001, P. R. of China
,
Lijun Li
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
Tao Yang
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
,
Congshan Zhou
a   College of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. of China   Email: yangtaozcs@126.com   Email: zhoucongsh@126.com
› Author Affiliations
This work was supported by the Natural Science Foundation of Hunan Province (No. 2019JJ50214), and the Joint Funds of Hunan Province Engineering Research Center of Radioactive Control Technology in Uranium Mining and Metallurgy & Hunan Province Engineering Technology Research Center of Uranium Tailings Treatment Technology (2019YKZX2012).
Further Information

Publication History

Received: 16 September 2019

Accepted after revision: 29 October 2019

Publication Date:
14 November 2019 (online)


Abstract

A simple and efficient electrochemically induced thiocyanation of enaminones under undivided electrolytic conditions has been developed. With this protocol, various polyfunctionalized alkenes and chromones could be obtained in good to excellent yields using readily available KSCN as the thiocyanation reagent under catalyst-, oxidant-, and transition-metal-free conditions.

Supporting Information