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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 1993 Volume 3, Issue 5, Pages 190–191 (Mi mendc5324)

This article is cited in 1 paper

Selective Non-catalytic Cyclopropanation of Methyl (E)-Pent-3-en-1-yn-3-ylcarboxylates with Diazomethane

A. V. Kalinina, E. A. Shapiroa, Yu. V. Tomilova, B. I. Ugraka, A. M. Tsatsakisb, O. M. Nefedova

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b The School of Health Sciences, University of Crete, Iraklion, Crete, Greece

Abstract: 1,3-Dipolar cycloaddition of diazomethane to methyl (E)-pent-3-en-1-yn-3-ylcarboxylates proceeds selectively with participation of only the double bond, resulting in unstable methyl 3-alkynylpyrazolinylcarboxylates, thermolysis of which leads to methyl 1-alkynylcyclopropanecarboxylates and 4-methylpent-3-en-1-yn-3-ylcarboxylates.

Language: English

DOI: 10.1070/MC1993v003n05ABEH000281



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