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Electrochemically-promoted synthesis of benzo[ b ]thiophene-1,1-dioxides via strained quaternary spirocyclization.

Ruitao LiDafu YuanMengqi PingYuyi ZhuShaofei NiMing LiLi-Rong WenLin-Bao Zhang
Published in: Chemical science (2022)
We report an approach for the synthesis of benzothiophene motifs under electrochemical conditions by the reaction of sulfonhydrazides with internal alkynes. Upon the formation of a quaternary spirocyclization intermediate by the selective ipso -addition instead of an ortho -attack, the S-migration process was rationalized to lead to the products. Computational studies revealed the selectivity and the compatibility of drug molecules showcased the potential application of the protocols.
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