Issue 54, 2024

Gold(i)-catalyzed homologation of aryl aldehydes with trimethylsilyldiazomethane

Abstract

A methodology is described herein for the synthesis of 2-aryl acetaldehydes from aryl aldehydes using TMSCHN2 under Au(I) catalysis. A diazoorgano Au(I) complex was shown to be an intermediate that reacts with ArCHO to give ArCH2CHO products. This homologation protocol was used to synthesize a wide range of 2-aryl acetaldehydes with high functional group compatibility.

Graphical abstract: Gold(i)-catalyzed homologation of aryl aldehydes with trimethylsilyldiazomethane

Supplementary files

Article information

Article type
Communication
Submitted
17 Apr 2024
Accepted
06 Jun 2024
First published
11 Jun 2024

Chem. Commun., 2024,60, 6937-6940

Gold(I)-catalyzed homologation of aryl aldehydes with trimethylsilyldiazomethane

A. ‘. Bakhoda, Chem. Commun., 2024, 60, 6937 DOI: 10.1039/D4CC01809E

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