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Thermal rearrangement of. alpha.-oxo-. alpha.,. beta.-unsaturated azines to N-substituted pyrazoles

TA Albright, S Evans, CS Kim, CS Labaw…

文献索引:Albright,T.A. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 3691 - 3697

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被引用次数: 7

摘要

Diels-Alder reaction of azines with olefins, isocyanates, or acetylenes leads2. 3 to bicyclic 2: l (dienophile/azine) adducts 1, 2, or 4 (or products of further thermal rearrangements2t3), respectively, rather than the expected 1: l adducts associated with butadienes. This type of reactivity is unique to azine chemistry and has been termed2 “criss-cross” cycloaddition.