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Direct Carboxylation of the Diazo Group ipso-C(sp2)-H bond with Carbon Dioxide: Access to Unsymmetrical Diazomalonates and Derivatives

Qianyi Liu, Man Li, Rui Xiong and Fanyang Mo*

*Department of Energy and Resources Engineering, College of Engineering, Peking University, Beijing 100871, China, Email: fmopku.edu.cn

Q. Liu, M. Li, R. Xiong, F. Mo, Org. Lett., 2017, 19, 6756-6759.

DOI: 10.1021/acs.orglett.7b03573 (free Supporting Information)


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Abstract

A transition-metal-free direct carboxylation of the ipso-C(sp2)-H bond of diazo compounds proceeds at ambient temperature under atmospheric pressure of carbon dioxide in the presence of a weak base. A series of unsymmetrical 1,3-diester/keto/amide diazo compounds are obtained with good yields and good functional group compatibility.


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Key Words

diazo compounds, carboxylation, multicomponent reactions


ID: J54-Y2017