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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title = "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.",

keywords = "Arylacetylenes, Benzopyridazinones, Cross coupling, Ethynylbenzoic acids esters, Heterocyclization, Isoindolinones, Reactions with hydrazine",

author = "Vasilevsky, {S. F.} and Mikhailovskaya, {T. F.}",

year = "2009",

month = jan,

day = "1",

doi = "10.1007/s10593-009-0225-7",

language = "English",

volume = "45",

pages = "55--58",

journal = "Chemistry of Heterocyclic Compounds",

issn = "0009-3122",

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T1 - Unexpected cyclization route for o-ethynylbenzoic acids hydrazides in the presence of base

AU - Vasilevsky, S. F.

AU - Mikhailovskaya, T. F.

PY - 2009/1/1

Y1 - 2009/1/1

N2 - 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.

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.

KW - Arylacetylenes

KW - Benzopyridazinones

KW - Cross coupling

KW - Ethynylbenzoic acids esters

KW - Heterocyclization

KW - Isoindolinones

KW - Reactions with hydrazine

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U2 - 10.1007/s10593-009-0225-7

DO - 10.1007/s10593-009-0225-7

M3 - Article

AN - SCOPUS:67349257873

VL - 45

SP - 55

EP - 58

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 1