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KO t Bu-Catalyzed Synthesis of Isoindole Derivatives from N -Benzyl Amides Bearing an Ortho Alkynyl Group via 1,2-Acyl Shift.

Ryoma ShimazumiMoe MorimotoMamoru Tobisu
Published in: Organic letters (2024)
In this study, we present the catalytic conversion of benzylamides featuring an ortho alkynyl moiety into 1-acylisoindole derivatives via a 1,2-acyl shift. Remarkably, this transformation proceeds without the need for transition-metal catalysts; instead, KO t Bu alone serves as the catalyst. This method enables the efficient synthesis of isoindoles from easily accessible amides with an atom economy of 100%.
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