Electrochemical Oxidative C(sp3)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine

Xianqiang Kong; Yan Tian; Xiaohui Chen; Yiyi Chen; Wei Wang

doi:10.1021/acs.joc.1c01647

Electrochemical Oxidative C(sp³)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine

J Org Chem. 2021 Oct 1;86(19):13610-13617. doi: 10.1021/acs.joc.1c01647. Epub 2021 Sep 15.

Authors

Xianqiang Kong¹, Yan Tian^{2

3}, Xiaohui Chen¹, Yiyi Chen¹, Wei Wang¹

Affiliations

¹ Research Center of Resources and Environment, School of Chemical Engineering and Materials, Changzhou Institute of Technology, Changzhou 213032, China.
² Changzhou Vocational Institute of Engineering, Changzhou 213164, China.
³ Key Laboratory of Science and Technology of Eco-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China.

PMID: 34523935
DOI: 10.1021/acs.joc.1c01647

Abstract

Herein, we report an efficient electrochemical method for the synthesis of N-alkylated sulfoximines by electrochemical oxidative C(sp³)-H/N-H coupling of sulfoximines and diarylmethanes. In addition, we used the same conditions for electrochemical dehydrogenative amination of diarylmethanes with benzophenone imine as an aminating agent. The reactions showed good functional group tolerance and afforded the corresponding products in moderate to good yields without the use of a stoichiometric oxidant, a metal catalyst, or an activating agent.