RESUMO
This article describes the synthesis of ortho-silyloxy benzylsulfoximine via the reaction of salicylaldehyde and sulfoximine in the presence of silane and InCl3. The steps include simultaneous reductive sulfoximination and an O-silylation process. To the best of our knowledge, this is the first report of this kind of reaction, where both reductive amination (here sulfoximination) and O-silylation occur concurrently.
RESUMO
Herein, we prepare a new array of N-(α-furanyl) alkyl sulfoximines via a gold catalyzed reaction of enynone with sulfoximine in moderate to very good yields. The reaction involves Michael addition of sulfoximine to enynone, followed by intramolecular cyclization. The presence of two chiral centres led to the formation of a mixture of diastereomers approximately in a 1 : 1 ratio. The salient features of the protocol include broad substrate scope, high efficiency and high yields. The synthetic utility of the protocol is explored using Suzuki-Miyaura cross-coupling and mild, metal-free opening of the furan ring.