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Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides

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Abstract

The reaction of methyl o-(2-R-ethynyl)benzoates with hydrazine affords either fused 4-R-methylphthalazin-1-ones or 2-amino-3-R-methylideneisoindolin-1-ones. The latter are on treatment with KOH undergo recyclization into the corresponding 4-R-methylphthalazin-1-ones.

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Correspondence to S. F. Vasilevsky.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 618–622, March, 2010.

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Mikhailovskaya, T.F., Vasilevsky, S.F. Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides. Russ Chem Bull 59, 632–636 (2010). https://doi.org/10.1007/s11172-010-0133-0

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  • DOI: https://doi.org/10.1007/s11172-010-0133-0

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