Tetrahedron

Intramolecular inverse electron demand Diels-Alder reactions of pyrazines

M Biedrzycki, DA de Bie, HC van der Plas

文献索引：Biedrzycki, Marek; Bie, Dick A. de; Plas, Henk C. van der Tetrahedron, 1989 , vol. 45, # 19 p. 6211 - 6220

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被引用次数: 15

摘要

Thermally induced intramolecular Diels-Alder cyclisations of (alkynyloxyalkyl) pyrazines to dihydropyranopyridines have been studied in the solvent undecane. The introduction of a phenyl group in the α-position of the 3-butynyloxymethyl side chain leads to a 3–4 fold increase of the reaction rate, while the influence of a γ-phenyl group on the rate is negligible. The (3-butynyloxymethyl) pyrazine reacts about 7 times slower than the (3- ...