A Rapid, Mild and Direct Route to Sulfonimidoyl Fluoride from Sulfenamide.

We develop a rapid and mild protocol to access sulfonimidoyl fluoride-[S(VI)] from sulfenamide-[S(II)] directly. The transformation occurs via the reaction of sulfenamide with NCS (-chlorosuccinimide), water, and TBAF in acetonitrile. Water and TBAF act as the source for S═O bond formation and fluoride, respectively.

InCl catalyzed simultaneous reductive sulfoximination and -silylation: synthesis of silyloxy benzylsulfoximine.

This article describes the synthesis of -silyloxy benzylsulfoximine the reaction of salicylaldehyde and sulfoximine in the presence of silane and InCl. The steps include simultaneous reductive sulfoximination and an -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 -silylation occur concurrently.

1,2-Difunctionalization of Aryne with Sulfenamide and Organohalide: Mild and Metal-Free Access to -(-Halo)aryl Sulfilimine.

A mild and metal-free approach has been developed for 1,2-difunctionalization of aryne using sulfenamides as a nucleophile and a halogen source (CX) as an electrophile to synthesize -(-halo)aryl sulfilimines. The late-stage functionalizations of halide handles via Suzuki-Miyaura and Buchwald-Hartwig reactions exhibit the synthetic utilities of the products. The chemoselectivity, regioselectivity, rapidity, and use of economical CCl are the advantages of this protocol.

Facile synthesis of -(α-furanyl) alkyl sulfoximines gold catalyzed Michael addition/cyclization of enynones and sulfoximines.

Herein, we prepare a new array of -(α-furanyl) alkyl sulfoximines 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.

Visible Light Mediated Co-Catalyzed Isocyanide Insertion with Sulfonyl Azide: Synthesis of Sulfonyl Carbamimidic Azide and Sulfonyl Aminotetrazole via Carbodiimide Intermediate.

Herein, we report an operationally simple and efficient protocol to prepare sulfonyl carbamimidic azide and N-sulfonyl aminotetrazole via Co-catalyzed three component coupling of sulfonyl azide (acts as nitrene source), isocyanide, and TMS-azide at room temperature under visible light. Initially, the carbamimidic azide is formed, which cyclizes only in the presence of base to deliver N-sulfonyl aminotetrazole in very good yields. The sulfonyl aminotetrazole can also be synthesized directly without isolating the carbamimidic azide in the presence of base.