Issue 23, 2024

Access to tetrahydrocarbazoles via a photocatalyzed cascade decarboxylation/addition/cyclization reaction

Abstract

An efficient photocatalyzed decarboxylative coupling of indolepropionic acid NHPI esters with α,β-unsaturated carbonyl compounds has been developed. Various α,β-unsaturated carbonyl compounds including esters, ketones, aldehydes, and amides showed good compatibility, providing structurally diverse tetrahydrocarbazoles in moderate to good yields. This approach features a wide substrate scope and mild reaction conditions. The synthetic value of this method was further demonstrated by the post-transformation of the product into carbazole.

Graphical abstract: Access to tetrahydrocarbazoles via a photocatalyzed cascade decarboxylation/addition/cyclization reaction

Supplementary files

Article information

Article type
Research Article
Submitted
24 Jul 2024
Accepted
29 Sep 2024
First published
07 Oct 2024

Org. Chem. Front., 2024,11, 6694-6699

Access to tetrahydrocarbazoles via a photocatalyzed cascade decarboxylation/addition/cyclization reaction

S. Han, Z. Chen, Y. Guo, J. Chen, Z. Wang and Y. Zeng, Org. Chem. Front., 2024, 11, 6694 DOI: 10.1039/D4QO01357C

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