Synthesis of Sulfilimines via Multicomponent Reaction of Arynes, Sulfamides, and Thiosulfonates
Pei Xie, Yating Zheng, Yuping Luo, Jinyun Luo, Leifang Wu, Zhihua Cai* and Lin He*
*School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003, P. R. China,
Email: caizhihua1986
sina.cn, helinshzu.edu.cn
P. Xie, Y. Zheng, Y. Luo, J. Luo, L. Wu, Z. Cai, L. He, Org. Lett., 2023, 25, 6133-6138.
DOI: 10.1021/acs.orglett.3c02217
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Abstract
A facile and efficient multicomponent reaction of arynes, sulfamides, and thiosulfonates provides a broad range of sulfilimines in very good yields. This protocol could be conducted on a gram scale, and the products were easily converted to sulfides and sulfoximines. Mechanism studies revealed that a sulfenamide generated in situ is the key intermediate for the reaction.
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proposed mechanism
Key Words
Sulfilimines (N=S bond formation, S-C bond formation), multicomponent reactions
ID: J54-Y2023
