Issue 8, 2024

Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

Abstract

Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, in which KBr serves as both the brominating agent and electrolyte. This consecutive C3–H sulfonylation and C1–H bromination protocol enables the synthesis of difunctionalized indolizine derivatives under catalyst- and oxidant-free conditions. Moreover, electrochemical C–H sulfonylation–thiocyanation/selenylation/thiolation of indolizines was realized via a two-step process. This protocol features excellent regioselectivity and environmentally friendly electrolysis.

Graphical abstract: Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

Supplementary files

Article information

Article type
Research Article
Submitted
06 Jan 2024
Accepted
25 Feb 2024
First published
26 Feb 2024

Org. Chem. Front., 2024,11, 2306-2312

Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

W. Jiang, X. Liu, C. Zhu, M. Chen, W. Li and H. Cao, Org. Chem. Front., 2024, 11, 2306 DOI: 10.1039/D4QO00035H

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