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Ruthenium-Catalyzed Brook Rearrangement Involved Domino Sequence Enabled by Acylsilane–Aldehyde Corporation

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Version 2 2023-09-22, 14:40
Version 1 2020-07-07, 13:46
journal contribution
posted on 2023-09-22, 14:40 authored by Xiunan Lu, Jian Zhang, Liangyao Xu, Wenzhou Shen, Feifei Yu, Liyuan Ding, Guofu Zhong
A ruthenium-catalyzed [1,2]-Brook rearrangement involved domino sequence is presented to prepare highly functionalized silyloxy indenes with atomic- and step-economy. This domino reaction is triggered by acylsilane-directed C–H activation, and the aldehyde controlled the subsequent enol cyclization/Brook Rearrangement other than β–H elimination. The protocol tolerates a broad substitution pattern, and the further synthetic elaboration of silyloxy indenes allows access to a diverse range of interesting indene and indanone derivatives.

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