Transition‐Metal‐Free Synthesis of 2‐Substituted Benzo[cd]Indoles via the Reaction of 1‐Halo‐8‐lithionaphthalenes with Nitriles
Semyon V. Tsybulin,
Mark V. Kaplanskiy,
Alexander S. Antonov
Abstract: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 nitriles, and demonstrates a good substituents tolerance. UV‐absorption and NMR spectra of the obtained benzo[cd]indoles … Show more
Set email alert for when this publication receives citations?
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.