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A one-pot “back-to-front” approach for the synthesis of benzene ring substituted indoles using allylboronic acids

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Abstract

Synthesis of only benzene ring functionalized indoles and poly-substituted carbazoles is reported via a one-pot triple cascade benzannulation protocol. Usage of differently substituted and readily accessible allylboronic acids as a 3-carbon annulating partner enables diverse aliphatic and aromatic substitution patterns, which is still a daunting task. This scalable synthetic protocol tolerates broad scope, thus enabling further downstream modifications. As an application, carbazole based natural products glycozoline and glycozolinol were synthesized.

Graphical abstract: A one-pot “back-to-front” approach for the synthesis of benzene ring substituted indoles using allylboronic acids

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Article information


Submitted
19 Mar 2021
Accepted
20 Apr 2021
First published
20 Apr 2021

Chem. Commun., 2021, Advance Article
Article type
Communication

A one-pot “back-to-front” approach for the synthesis of benzene ring substituted indoles using allylboronic acids

G. Karan, S. Sahu and M. S. Maji, Chem. Commun., 2021, Advance Article , DOI: 10.1039/D1CC01512E

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