Copper-Catalyzed Cross-Dehydrogenative Coupling of α-Hydroxy Esters with Nitromethane

Author:

Jiang Jin12,Xiao Lili3

Affiliation:

1. School of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering

2. Key Laboratory of Green Chemistry of Sichuan Institutes of Higher Education

3. School of Materials Science and Engineering, Sichuan University of Science and Engineering

Abstract

AbstractAn efficient copper-catalyzed tandem oxidation/nitroaldol reaction of hydroxyl compounds with nucleophiles is developed. In this work, β-nitro-α-hydroxy esters were prepared via cross-dehydrogenative coupling reaction using α-hydroxy esters as hydroxy compounds and nitromethane as a nucleophile. The reaction is believed to undergo an oxidation of the hydroxy group and then an addition of the generated carbonyl group. It is an example of CDC reactions related to hydroxy compounds via carbonyl intermediates.

Funder

Opening Project of Key Laboratory of Green Chemistry of Sichuan Institutes of Higher Education

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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