Issue 12, 2024

Electrocatalytic conversion of ω-azido carboxylic acids to 1-pyrrolines via a combined process of oxidative decarboxylation and intramolecular Schmidt rearrangement

Abstract

1-Pyrrolines constitute a significant group of organic intermediates, and we present here an electrocatalytic method for their synthesis. Electrochemical oxidation of ω-azido carboxylic acids followed by an intramolecular Schmidt reaction was explored, and 26 1-pyrrolines were produced in up to 93% yield under an air atmosphere and in an undivided cell, where no external oxidants or catalysts were employed.

Graphical abstract: Electrocatalytic conversion of ω-azido carboxylic acids to 1-pyrrolines via a combined process of oxidative decarboxylation and intramolecular Schmidt rearrangement

Supplementary files

Article information

Article type
Research Article
Submitted
07 Feb 2024
Accepted
22 Apr 2024
First published
27 Apr 2024

Org. Chem. Front., 2024,11, 3391-3396

Electrocatalytic conversion of ω-azido carboxylic acids to 1-pyrrolines via a combined process of oxidative decarboxylation and intramolecular Schmidt rearrangement

K. Yang, R. Li and P. Gu, Org. Chem. Front., 2024, 11, 3391 DOI: 10.1039/D4QO00273C

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