Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides

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

Keywords

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

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1007/s11172-010-0133-0

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title = "Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides",

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.",

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

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

year = "2010",

month = mar,

day = "1",

doi = "10.1007/s11172-010-0133-0",

language = "English",

volume = "59",

pages = "632--636",

journal = "Russian Chemical Bulletin",

issn = "1066-5285",

publisher = "Springer New York",

number = "3",

}

TY - JOUR

T1 - Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides

AU - Mikhailovskaya, T. F.

AU - Vasilevsky, S. F.

PY - 2010/3/1

Y1 - 2010/3/1

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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U2 - 10.1007/s11172-010-0133-0

DO - 10.1007/s11172-010-0133-0

M3 - Article

AN - SCOPUS:78649762190

VL - 59

SP - 632

EP - 636

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 3