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Updated: Jul 13, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Redox-Neutral Assembly of Selenobenzothiazine 1-Oxides via Rh(III)-Catalyzed Cascade [4 + 2] Annulation/Selenylation
Yurong Yang1, Qingwei Song1, Lincan He1
1Guangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, The NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.
Abstract:
The Rh(III)-catalyzed redox-neutral [4 + 2] annulation/selenylation of sulfoximines with vinyl selenones was realized to deliver the selenobenzothiazine 1-oxides with good compatibility and regioselectivity. The use of vinyl selenones achieves the effect of "three birds with one stone", which acted as the acetylene surrogate, the selenium source, and the internal oxidant. Further asymmetric synthesis was achieved with good enantioselectivity using an achiral Rh(III)/chiral phosphoric acid hybrid catalytic system, and the mechanistic study probed the sequential [4 + 2] annulation followed by the site-selective selenylation with the in situ-formed diselenide.
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