Heterocyclization of o-(arylethynyl)arylhydrazines as a new procedure for the synthesis of substituted 1H-and 2H-indazoles and indoles

T. A. Prikhodko, S. F. Vasilevsky

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Procedures for the preparation of 3-substituted 1H-and 2H-indazoles and 2-substituted indoles were developed based on cross-coupling of o-iodoarylhydrazines with copper acetylenides in pyridine or dimethylformamide. An alternative procedure for the synthesis of 3-substituted 1H-indazoles involves cyclocondensation of (2-chloroaryl)acetylenes with hydrazine hydrate in butanol.

Original languageEnglish
Pages (from-to)1268-1273
Number of pages6
JournalRussian Chemical Bulletin
Volume50
Issue number7
DOIs
Publication statusPublished - 1 Dec 2001
Externally publishedYes

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Indazoles
Indoles
hydrazine
Dimethylformamide
Butanols
Alkynes
Copper

Keywords

  • Cross-coupling
  • Heterocyclization
  • Indazoles
  • Indoles
  • Isoindazoles
  • O-chloroarylacetylenes
  • O-iodoarylhydrazines

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "Procedures for the preparation of 3-substituted 1H-and 2H-indazoles and 2-substituted indoles were developed based on cross-coupling of o-iodoarylhydrazines with copper acetylenides in pyridine or dimethylformamide. An alternative procedure for the synthesis of 3-substituted 1H-indazoles involves cyclocondensation of (2-chloroaryl)acetylenes with hydrazine hydrate in butanol.",
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T1 - Heterocyclization of o-(arylethynyl)arylhydrazines as a new procedure for the synthesis of substituted 1H-and 2H-indazoles and indoles

AU - Prikhodko, T. A.

AU - Vasilevsky, S. F.

PY - 2001/12/1

Y1 - 2001/12/1

N2 - Procedures for the preparation of 3-substituted 1H-and 2H-indazoles and 2-substituted indoles were developed based on cross-coupling of o-iodoarylhydrazines with copper acetylenides in pyridine or dimethylformamide. An alternative procedure for the synthesis of 3-substituted 1H-indazoles involves cyclocondensation of (2-chloroaryl)acetylenes with hydrazine hydrate in butanol.

AB - Procedures for the preparation of 3-substituted 1H-and 2H-indazoles and 2-substituted indoles were developed based on cross-coupling of o-iodoarylhydrazines with copper acetylenides in pyridine or dimethylformamide. An alternative procedure for the synthesis of 3-substituted 1H-indazoles involves cyclocondensation of (2-chloroaryl)acetylenes with hydrazine hydrate in butanol.

KW - Cross-coupling

KW - Heterocyclization

KW - Indazoles

KW - Indoles

KW - Isoindazoles

KW - O-chloroarylacetylenes

KW - O-iodoarylhydrazines

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