Issue 32, 2024

Rh(iii)-catalyzed regioselective C(sp2)–H alkenylation of isoquinolones with methoxyallene: A facile access to aldehyde-bearing isoquinolones

Abstract

A simple and rapid access to isoquinolone aldehyde scaffolds has been established by a rhodium-catalyzed reaction between isoquinolone and methoxyallene that forges alkenylation in an explicit regioselective manner. Herein, methoxyallene serving as an acrolein equivalent results in execution of this unique functionalization. Furthermore, the compatibility with complex molecules underscores the significance of this developed protocol. The mechanistic proposal for this regioselective transformation was consistent with kinetic studies and several control reactions.

Graphical abstract: Rh(iii)-catalyzed regioselective C(sp2)–H alkenylation of isoquinolones with methoxyallene: A facile access to aldehyde-bearing isoquinolones

Supplementary files

Article information

Article type
Paper
Submitted
30 Jun 2024
Accepted
16 Jul 2024
First published
22 Jul 2024

Org. Biomol. Chem., 2024,22, 6612-6616

Rh(III)-catalyzed regioselective C(sp2)–H alkenylation of isoquinolones with methoxyallene: A facile access to aldehyde-bearing isoquinolones

A. Thakur, D. Chandra and U. Sharma, Org. Biomol. Chem., 2024, 22, 6612 DOI: 10.1039/D4OB01084A

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