Organic Chemistry Portal

Abstracts

Search:

Visible Light-Promoted Synthesis of β-Keto Sulfoximines from N-Tosyl-Protected Sulfoximidoyl Chlorides

Peng Shi, Yongliang Tu, Chenyang Wang, Ding Ma and Carsten Bolm*

*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, Email: carsten.bolmoc.rwth-aachen.de

P. Shi, Y. Tu, C. Wang, D. Ma, C. Bolm, J. Org. Chem., 2022, 87, 3817-3824.

DOI: 10.1021/acs.joc.1c02971


see article for more reactions

Abstract

Visible light mediates a reaction of N-tosyl-protected sulfoximidoyl chlorides with aryl alkynes in the presence of air and a ruthenium photocatalyst to provide β-keto sulfoximines in good yields. The reaction offers high functional group tolerance.


see article for more examples

proposed mechanism



Key Words

sulfoximines, photochemistry, oxygen


ID: J42-Y2022