Unexpected cyclization route for o-ethynylbenzoic acids hydrazides in the presence of base

Abstract

The reaction of o-ethynylbenzoic acids hydrazides with base has been studied. In the presence of a strong donor substituent (1,5-dimethylpyrazol-4- yl) it has been found that an unusual cyclization route occurs to give the corresponding benzopyridazinone instead of the expected isoindolinone.

Original language	English
Pages (from-to)	55-58
Number of pages	4
Journal	Chemistry of Heterocyclic Compounds
Volume	45
Issue number	1
DOIs	https://doi.org/10.1007/s10593-009-0225-7
Publication status	Published - 1 Jan 2009
Externally published	Yes

Keywords

Arylacetylenes
Benzopyridazinones
Cross coupling
Ethynylbenzoic acids esters
Heterocyclization
Isoindolinones
Reactions with hydrazine

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1007/s10593-009-0225-7

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Cite this

Vasilevsky, S. F., & Mikhailovskaya, T. F. (2009). Unexpected cyclization route for o-ethynylbenzoic acids hydrazides in the presence of base. Chemistry of Heterocyclic Compounds, 45(1), 55-58. https://doi.org/10.1007/s10593-009-0225-7

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AB - The reaction of o-ethynylbenzoic acids hydrazides with base has been studied. In the presence of a strong donor substituent (1,5-dimethylpyrazol-4- yl) it has been found that an unusual cyclization route occurs to give the corresponding benzopyridazinone instead of the expected isoindolinone.

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KW - Cross coupling

KW - Ethynylbenzoic acids esters

KW - Heterocyclization

KW - Isoindolinones

KW - Reactions with hydrazine

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