Issue 12, 2012
From the journal:

Organic & Biomolecular Chemistry

One-pot synthesis of 1-alkyl-1H-indazoles from 1,1-dialkylhydrazones viaaryne annulation†

Nataliya A. Markina,a   Anton V. Dubrovskiya  and  Richard C. Larocka  

a Department of Chemistry, Iowa State University, Ames, IA, USA
E-mail: larock@iastate.edu
Fax: +1 515 294-6342
Tel: +1 515 294-0105

Abstract

The reaction of readily accessible 1,1-dialkylhydrazones with commercially available o-(trimethylsilyl)aryl triflates provides a direct one-step route to pharmaceutically important 1-alkylindazoles. The products are obtained in high yields by one-pot NCS-chlorination/aryne annulation or Ac2O-acylation/deprotection/aromatization protocols.

Graphical abstract: One-pot synthesis of 1-alkyl-1H-indazoles from 1,1-dialkylhydrazones via aryne annulation

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Article information

DOI
https://doi.org/10.1039/C2OB07117G
Article type
Paper
Submitted
16 Dec 2011
Accepted
16 Jan 2012
First published
17 Jan 2012

Org. Biomol. Chem., 2012,10, 2409-2412

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One-pot synthesis of 1-alkyl-1H-indazoles from 1,1-dialkylhydrazones via aryne annulation

N. A. Markina, A. V. Dubrovskiy and R. C. Larock, Org. Biomol. Chem., 2012, 10, 2409 DOI: 10.1039/C2OB07117G

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