S-triggered Schmidt-type rearrangement of vinyl azides to access N-aryl-(trifluoromethylsulfinyl)acetamides

Zhenhua Liu,Tian Yu,Longhua Li,Wei Fu,Xingxing Gan,Huimin Chen,Wen Gao,Bo Tang

Organic Chemistry Frontiers（2022）

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摘要

A novel S-induced Schmidt-type rearrangement of vinyl azides with CF3SO2Na is reported, which is mediated by triphosgene (BTC) under mild reaction conditions. A wide range of N-arylated 2-(trifluoromethylsulfinyl)acetamides, for the first time, were successfully obtained in good yields, through sequential trifluoromethylsulfinylation and aryl 1,2-migration.

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关键词

vinyl azides,s-triggered,schmidt-type

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