Benzosultam synthesis exploiting sequential palladium-catalysed intermolecular aminosulfonylation and intramolecular sulfamidation

We report a route to benzosultams that exploits the palladium-catalysed aminsulfonylation of alkenyl iodides as the initial step. An (Z)-configured alkenyl iodide substrate is combined with DABSO, a N,N-dialkylhydrazine nucleophile and a palladium(0) catalyst to achieve aminsulfonylation. A second p...

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Detaylı Bibliyografya
Asıl Yazarlar: Richards-Taylor, C, Willis, M
Materyal Türü: Journal article
Dil:English
Baskı/Yayın Bilgisi: Elsevier 2021
Diğer Bilgiler
Özet:We report a route to benzosultams that exploits the palladium-catalysed aminsulfonylation of alkenyl iodides as the initial step. An (Z)-configured alkenyl iodide substrate is combined with DABSO, a N,N-dialkylhydrazine nucleophile and a palladium(0) catalyst to achieve aminsulfonylation. A second palladium(0)-catalysed transformation, this time intramolecular, leads to benzosultam formation. Good variation of the starting alkenyl iodides is possible. A related SNAr route was also explored, but was shown to be less efficient.