P. A. Zhmurov, D. V. Dar'in, O. Yu. Bakulina, M. Yu. Krasavin, “One-pot preparation of methyl 2-diazo-3-oxopropionates comprising an aqueous ‘sulfonyl-azide-free’ (SAFE) diazo transfer step”, Mendeleev Commun., 2020, Volume 30, Issue 3,Pages <nobr>311

This article is cited in 4 papers

Communications

One-pot preparation of methyl 2-diazo-3-oxopropionates comprising an aqueous ‘sulfonyl-azide-free’ (SAFE) diazo transfer step

P. A. Zhmurov, D. V. Dar'in, O. Yu. Bakulina, M. Yu. Krasavin

Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation

Abstract: Methyl 2-diazo-3-oxopropionates were obtained by in situ methoxycarbonylation of methyl ketones followed by diazo transfer onto active methylene group of the intermediate β-oxo esters. At the second stage, ‘sulfonyl-azide-free’ (SAFE) diazo transfer protocol in aqueous medium was employed.

Keywords: methoxycarbonylation, β-oxopropionates, diazo transfer, SAFE cocktail, insertion reactions.

Language: English

DOI: 10.1016/j.mencom.2020.05.016

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