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Alkynyl cyclopropanes in organic synthesis

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Russian Chemical Bulletin Aims and scope

Abstract

The data on the reactions of various classes of functionalized alkynyl cyclopropanes that proceed with simultaneous participation of triple bond, three-membered ring, and functional group at a cyclopropane ring are systematized. The syntheses of polysubstituted and fused furans and indoles based on electrophile-induced and catalytic transformations of alkynyl cyclopropyl carbonyl compounds and their derivatives are considered separately. The methods for isomerization of 1-alkynyl cyclopropanols and their ethers to 3-methylenecyclobutanones are described. Information on the reactions of other types of alkynyl cyclopropanes containing one or more functional groups at three-membered ring leading to different acyclic, carbo-, and heterocyclic compounds is given. Transformations of alkynyl cyclopropanes lacking the functional groups, which simultaneously involved the cyclopropane ring and the alkynyl fragment, are also discussed.

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Funding

Financial support from the Basic Research Program of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences is gratefully acknowledged.

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  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. D. Gvozdev, K. N. Shavrin & M. P. Egorov

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  1. V. D. Gvozdev
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  2. K. N. Shavrin
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  3. M. P. Egorov
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Correspondence to V. D. Gvozdev.

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Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 73, No. 1, pp. 53–109, January, 2024.

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Gvozdev, V.D., Shavrin, K.N. & Egorov, M.P. Alkynyl cyclopropanes in organic synthesis. Russ Chem Bull 73, 53–109 (2024). https://doi.org/10.1007/s11172-024-4121-1

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