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This article is cited in 40 scientific papers (total in 40 papers)
Reactions of carbonyl compounds with α,β-unsaturated nitriles as a convenient pathway to carbo- and heterocycles
Yu. A. Sharanina, M. P. Goncharenkoa, V. P. Litvinovb a Luhansk Taras Schevchenko State Pedagogical University
b N. D. Zelinskii Institute of Organic Chemistry
Abstract:
Published data on the methods for synthesis of carbo- and heterocyclic compounds based on reactions of α,β-unsaturated nitriles with carbonyl compounds and activated phenols are surveyed. It is demonstrated that all these reactions occur via nucleophilic addition of the carbanion generated from a carbonyl compound to the double bond of an unsaturated nitrile (the Michael reaction). The main routes of transformation of the adducts into carbo- and heterocyclic compounds are considered. The methods for regioselective preparation of fused 4H-pyrans or 1,4-dihydropyridines by varying conditions of cyclisation of Michael adducts are discussed. The bibliography includes 249 references.
Received: 17.03.1997
Citation:
Yu. A. Sharanin, M. P. Goncharenko, V. P. Litvinov, “Reactions of carbonyl compounds with α,β-unsaturated nitriles as a convenient pathway to carbo- and heterocycles”, Usp. Khim., 67:5 (1998), 442–473; Russian Chem. Reviews, 67:5 (1998), 393–422
Linking options:
https://www.mathnet.ru/eng/rcr1407https://doi.org/10.1070/RC1998v067n05ABEH000371 https://www.mathnet.ru/eng/rcr/v67/i5/p442
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