Visible-Light-Induced [1+5] Annulation of Phosphoryl Diazomethylarenes and Pyridinium 1,4-Zwitterionic Thiolates.

Visible-light-induced [1+5] annulation of phosphoryl diazomethylarenes and pyridinium 1,4-zwitterionic thiolates generates various trifunctionalized dialkyl 1-phosphoryl-1,9a-dihydropyrido[2,1-c][1,4]thiazine-3,4-dicarboxylates in good to excellent yields and diastereoselectivities. The annulation involves the nucleophilic attack of thiolates on diazomethylarene-generated carbenes followed by an intramolecular cyclization, is free of catalysts, is atom-economical, and has mild reaction conditions.

Citation

Simin Sun, Yuliang Wei, Jiaxi Xu. Visible-Light-Induced [1+5] Annulation of Phosphoryl Diazomethylarenes and Pyridinium 1,4-Zwitterionic Thiolates. Organic letters. 2022 Aug 19;24(32):6024-6030

PMID: 35950812

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