Issue 4, 2018

Microwave-assisted dealkoxycarbonylation of α-mono- and α,α-disubstituted β-keto- and α-cyanoesters mediated by a silica gel bed

Abstract

A new alternative protocol for the classical Krapcho reaction is reported herein, involving a microwave-assisted method, which replaces the typical aprotic polar solvent with a silica gel support along with the addition of only a few μL of DMF to enhance the effects of microwave irradiation. This experimental procedure was successfully applied to several α-mono- and α,α-disubstituted β-ketoesters and α-cyanoalkylesters, allowing rapid isolation of the corresponding ketones and nitriles with moderate to high yields in short reaction times.

Graphical abstract: Microwave-assisted dealkoxycarbonylation of α-mono- and α,α-disubstituted β-keto- and α-cyanoesters mediated by a silica gel bed

Supplementary files

Article information

Article type
Paper
Submitted
08 Nov 2017
Accepted
06 Jan 2018
First published
08 Jan 2018

New J. Chem., 2018,42, 2649-2657

Microwave-assisted dealkoxycarbonylation of α-mono- and α,α-disubstituted β-keto- and α-cyanoesters mediated by a silica gel bed

A. Guerrero-Caicedo, D. M. Soto-Martínez, R. Abonia and L. M. Jaramillo-Gómez, New J. Chem., 2018, 42, 2649 DOI: 10.1039/C7NJ04340F

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