Synthesis of [beta]-vinyl-substituted 4H-chromenes and [4+2] cycloaddition reactions involving them

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Synthesis of [beta]-vinyl-substituted 4H-chromenes and [4+2] cycloaddition reactions involving them

Semenova, Irina A; Osipov, Dmitry V; Krasnikov, Pavel E; Osyanin, Vitaly A; Klimochkin, Yuri N

Chemistry of heterocyclic compounds (New York, N.Y. 1965), 05/2023, Volume: 59, Issue: 4-5

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beta-Vinyl-substituted chromenes were obtained from 1H-benzofchromene-2-carbaldehydes and 6-bromo-4H-chromene-3-carbaldehyde by the Wittig reaction. The Diels-Alder reaction of the beta-vinyl-substituted chromenes with dimethyl acetylenedicarboxylate, ninhydrin, and diethyl 2,3-dicyanofumarate yielded spiro-substituted 3,10a-dihydro-2H,5H-pyrano2,3-bchromenes, derivatives of 7a,10-dihydro-12H-benzoaxanthene and 7a,8,10,12-tetrahydro-9H-benzoaxanthene.

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Semenova, Irina A | Osipov, Dmitry V | Krasnikov, Pavel E | Osyanin, Vitaly A | Klimochkin, Yuri N

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