Electrochemical NH‐Sulfoximidation with α‐Keto Acids

Author:

Alam Tipu1ORCID,Gupta Shalini1,Patel Bhisma K.1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Technology Guwahati Guwahati 781039 Assam India

Abstract

AbstractAn electrochemical N‐acylation of sulfoximine has been achieved via the coupling of α‐keto acids and NH‐sulfoximines. This process involves the sequential cleavage of C−C bond followed by C(sp2)−N bond formation, with the liberation of H2 and CO2 as the by‐products. A library of N‐aroylated sulfoximines is produced via the coupling of aroyl and sulfoximidoyl radicals by anodic oxidation under constant current electrolysis (CCE). The compatibility of the present protocol has been demonstrated by coupling of various bio‐active compounds, such as NH‐sulfoximine derived from (−)‐borneol, L‐menthol, D‐glucose derivative, and some commercial drugs such as flurbiprofen, and ibuprofen. This late‐stage functionalization highlights the importance of this sustainable protocol. Besides this, various control experiments and detection of H2 evolution have been performed to support the proposed mechanism.

Funder

Science and Engineering Research Board

Ministry of Education, India

Publisher

Wiley

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