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Transition‐Metal‐Free Synthesis of 2‐Substituted Benzo[cd]Indoles via the Reaction of 1‐Halo‐8‐lithionaphthalenes with Nitriles

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Tsybulin, Semyon V. ; Kaplanskiy, Mark V. ; Antonov, Alexander S.
Date of publication of this fulltext: 07 Feb 2024 05:20

This publication is part of the DEAL contract with Wiley.


A simple and effective organolithium approach to the synthesis of 2-substituted benzo[cd]indoles from peri-dihalonaphthalenes and nitriles has been developed. The reaction proceeds via a surprisingly easy intramolecular aromatic nucleophilic substitution facilitated by the “clothespin effect”. The discovered transformation provides good isolated yields, allows usage of an extensive range of ...


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