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.

Original language	English
Pages (from-to)	632-636
Number of pages	5
Journal	Russian Chemical Bulletin
Volume	59
Issue number	3
DOIs	https://doi.org/10.1007/s11172-010-0133-0
Publication status	Published - 1 Mar 2010
Externally published	Yes

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Keywords

Cross-coupling
Heterocyclization
Isoin- dolinones
O-alkynylbenzhydrazides
Phthalazinones
Recyclization

ASJC Scopus subject areas

Chemistry(all)

Cite this

Mikhailovskaya, T. F., & Vasilevsky, S. F. (2010). Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides. Russian Chemical Bulletin, 59(3), 632-636. https://doi.org/10.1007/s11172-010-0133-0

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keywords = "Cross-coupling, Heterocyclization, Isoin- dolinones, O-alkynylbenzhydrazides, Phthalazinones, Recyclization",

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N2 - 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.

AB - 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.

KW - Cross-coupling

KW - Heterocyclization

KW - Isoin- dolinones

KW - O-alkynylbenzhydrazides

KW - Phthalazinones

KW - Recyclization

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Access to Document

10.1007/s11172-010-0133-0