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ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 420, Part 2, pp. 147–149. © Pleiades Publishing, Ltd., 2008. Original Russian Text © A.B. Koldobskii, E.V. Solodova, I.A. Godovikov, V.N. Kalinin, 2008, published in Doklady Akademii Nauk, 2008, Vol. 420, No. 6, pp. 768–770. CHEMISTRY 1-Ethoxyoxalyl-2-chloroacetylene as a New Dienophile in Diels–Alder Reactions A. B. Koldobskii, E. V. Solodova, I. A. Godovikov, and V. N. Kalinin Presented by Academician Yu.N. Bubnov January 25, 2008 Received February 11, 2008 DOI: 10.1134/S0012500808060062 Acetylene dienophiles and enophiles containing two ond substituent to provide strong activation in cycload- activating substituents one of which is a halogen are of dition reactions followed by the substitution of the great interest not only for theory but also as substrates halogen by different nucleophiles. However, such acet- in the synthesis of biologically active compounds [1, 2]. ylenes have not hitherto been obtained and their syn- Previously, we obtained halogenated trifluoroacetyl- thetic possibilities have remained unclear. acetylenes and studied their reactions with different dienes [3], alkenes [4], and vinyl ethers [5]. Acetylenes In an attempt to solve this problem, we found that activated by the alkoxyoxalyl group are a very promis- the addition of lithium chloroacetylenide to various ing class of
Doklady Chemistry – Springer Journals
Published: Jul 1, 2008
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