Visible Light‐Driven Deracemization of Cyclic Sulfonamides by Quinuclidine and Chiral Arylthiol Catalysis

L Lei Dai C Chaoren Shen (State Key Laboratory of Petroleum Molecular & Process Engineering, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering) J Jing Wang (Hunan Cancer Hospital Changsha China) Y Yanzhong Li K Kaiwu Dong (Shanghai Key Laboratory of Green Chemistry and Chemical Processes, State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering)

Abstract

Abstract A photocatalytic system comprising an achiral tertiary amine and a chiral C 2 ‐symmetric arylthiol was developed for the deracemization of various cyclic sulfonamides. This protocol exhibited high yields, good to excellent enantioselectivity, and broad substrate scope. The resulting products can be readily transformed into diverse diarylmethylamines, presenting a viable alternative to metal‐catalyzed asymmetric methods. The reaction pathway involving a relay of non‐enantioselective hydrogen‐atom abstraction (HAA) and enantioselective hydrogen‐atom delivery (HAD).

Article Details

Volume / Issue Vol. 64, Issue 34
Published August 18, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (5)

L

Lei Dai

C

Chaoren Shen

State Key Laboratory of Petroleum Molecular & Process Engineering, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering

J

Jing Wang

Hunan Cancer Hospital Changsha China

Y

Yanzhong Li

K

Kaiwu Dong

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering