Formation of β-cyclopropyl-substituted vinylcyclopropanes in the catalytic cyclopropene-vinylcarbene isomerization of 3-methyl-3-cyclopropyl-and 3,3-dicyclopropylcyclopropenes in the presence of unsubstituted hydrocarbons

Formation of β-cyclopropyl-substituted vinylcyclopropanes in the catalytic cyclopropene-vinylcarbene isomerization of 3-methyl-3-cyclopropyl-and 3,3-dicyclopropylcyclopropenes in the presence of unsubstituted hydrocarbons Full article

Journal

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science
ISSN: 2376-8444 , E-ISSN: 0568-5230

Output data

Year: 1983, Volume: 32, Number: 2, Pages: 300-306 Pages count : 7 DOI: 10.1007/bf00957936

Authors

Tomilov Yu.V. ¹ , Bordakov V.G. ¹ , Tsvetkova N.M. ¹ , Shteinshneider A.Ya. ¹ , Dolgii I.E. ¹ , Nefedrov O.M. ¹

Affiliations

1	N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

1. The reaction of 3,3-dialkyl(cycloalkyl)cyclopropenes with unsaturated hydrocarbons in the presence of CuCl or (PhO)3P·CuCl leads to the cyclopropanation of the hydrocarbon double bond by vinylcarbenes which arise as a result of a cyclopropene-carbene isomerization. In addition to vinylcyclopropanes, the products of the recombination of the vinylcarbenes, namely, the corresponding trienes, are formed. 2. The cyclopropanation of cyclic dienes by vinylcarbenes obtained from cyclopropenes in the presence of CuCl or (PhO)3P·CuCl proceeds with higher yields than in the case of normal alkenes.

Tomilov Y.V. , Bordakov V.G. , Tsvetkova N.M. , Shteinshneider A.Y. , Dolgii I.E. , Nefedrov O.M.
Formation of β-cyclopropyl-substituted vinylcyclopropanes in the catalytic cyclopropene-vinylcarbene isomerization of 3-methyl-3-cyclopropyl-and 3,3-dicyclopropylcyclopropenes in the presence of unsubstituted hydrocarbons
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science. 1983. V.32. N2. P.300-306. DOI: 10.1007/bf00957936 OpenAlex

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