6498-02-8Relevant articles and documents
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Krass,Paudler
, p. 351 (1974)
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Synthesis of substituted fused pyridines, pyrazines and pyrimidines by sequential Ugi/inverse electron demand Diels-Alder transformations
Akritopoulou-Zanze, Irini,Wang, Ying,Zhao, Hongyu,Djuric, Stevan W.
scheme or table, p. 5773 - 5776 (2009/12/26)
The synthesis of all four regioisomers of fused pyrrolidino-pyridines in a one-pot two-step sequential Ugi-inverse electron demand Diels-Alder reaction is described. Fused pyrrolidino-pyrazines, pyrrolidino-pyrimidines and azepinone pyridines can also be obtained in consecutive synthetic sequences.
Indole as a Dienophile in Inverse Electron Demand Diels-Alder Reactions: Reactions with 1,2,4-Triazines and 1,2-Diazines
Benson, Scott C.,Gross, Jonathan L.,Snyder, John K.
, p. 3257 - 3269 (2007/10/02)
Indole reacts with 1,2,4-triazines in the absence of solvent or in the presence of limited amounts of solvent to produce β- or γ-carbolines, benzonaphthyridines, or the noncyclized 3-indoles.The combined yields of cycloadducts with tricarbalkoxytriazines exceeds 90 percent, with the production of γ-carbolines exceeding 80 percent.The regiochemistry of the adduct and the ratio of the products is determined mainly by electronic effects of the triazine substituents.Indole also ungergoes a cyclocondensation reaction with tetramethyl 1,2-diazine-3,4,5,6-tetracarboxylate to give trimethyl 5H-6-oxophenanthridine-2,3,4-tricarboxylate.