Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides

T. F. Mikhailovskaya, S. F. Vasilevsky

Research output: Contribution to journalArticle

5 Citations (Scopus)

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 languageEnglish
Pages (from-to)632-636
Number of pages5
JournalRussian Chemical Bulletin
Volume59
Issue number3
DOIs
Publication statusPublished - 1 Mar 2010
Externally publishedYes

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hydrazine
Benzoates

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides. / Mikhailovskaya, T. F.; Vasilevsky, S. F.

In: Russian Chemical Bulletin, Vol. 59, No. 3, 01.03.2010, p. 632-636.

Research output: Contribution to journalArticle

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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.

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