Issue 22, 2023

Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles

Abstract

A redox umpolung strategy for the synthesis of complex tetrahydrocarbazoles is reported. The reaction involves a visible light promoted radical cation [4+2] cycloaddition between 2-vinylindoles and conjugated alkenes that proceeds with good yields and diastereoselectivity.

Graphical abstract: Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec 2022
Accepted
16 Feb 2023
First published
17 Feb 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 3281-3284

Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles

E. Brambilla, E. Moretti, M. Magni, G. Abbiati and V. Pirovano, Chem. Commun., 2023, 59, 3281 DOI: 10.1039/D2CC06723D

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