Vladimir A. Abramov, Maxim A. Topchiy, Maria A. Rasskazova, Egor A. Drokin, Irina Beletskaya, Andrey F. Asachenko
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Direct Photoinitiated Bromosulfonylation of Alkenes and Alkynes
The reaction of direct photoinitiated bromosulfonylation of alkynes and alkenes with p-tolylsulfonyl bromide is reported. Low-power radiation with a maximum wavelength of 400 nm is used for the reaction. The reaction proceeds at room temperature under metal-free conditions. A photocatalytic bisimine additive is proposed that significantly increases the stereoselectivity of the alkyne bromosulfonylation reaction and increases the yield of products. The reaction scope is demonstrated with 49 examples. Methods for the subsequent functionalization of β-bromovinylsulfones to obtain valuable products are proposed.
期刊介绍:
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.