Electrochemically Promoted Three-Component Reaction to N‑Sulfonyl Amidines

In this study, a multicomponent reaction via the Mannich intermediate was developed using methanol, secondary amine, and sulfonamide as starting materials. This method uses methanol as a green C1 source. The substrate scope is wide, and the yield is good. The mechanistic study shows that methanol ge...

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Bibliographic Details
Published in:Organic letters 2024-01, Vol.26 (1), p.193-197
Main Authors: Zhang, Zhang, Meng, Xiu-Jin, Cui, Fei-Hu, Tang, Hai-Tao, Wang, Ying-Chun, Huang, Guo-Bao, Pan, Ying-Ming
Format: Article
Language:English
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Summary:In this study, a multicomponent reaction via the Mannich intermediate was developed using methanol, secondary amine, and sulfonamide as starting materials. This method uses methanol as a green C1 source. The substrate scope is wide, and the yield is good. The mechanistic study shows that methanol generates formaldehyde under electrochemical conditions, and sulfonyl amidine as a nucleophile reacts with Schiff base intermediates to form N-sulfonyl amidine in a single step.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c03820