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Literature DB >> 16901155

Synthesis of 2H-indazoles via Lewis acid promoted cyclization of 2-(phenylazo)benzonitriles.

Laura D Shirtcliff¹, Jazmin Rivers, Michael M Haley.

Abstract

Lewis-acid promoted "coarctate" cyclization of 10 2-(phenylazo)benzonitrile derivatives furnishes the isoindazole ring system in ca. 65-95% yield. A plausible mechanism for this unusual transformation is proposed.

Entities: Chemical

Year: 2006 PMID： 16901155 DOI： 10.1021/jo060965m

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

2 in total

1. Phenanthrene-fused azo-ene-ynes: synthesis of dibenzo[f,h]cinnoline and dibenzo[e,g]isoindazole derivatives.

Authors: Brian S Young; Felix Köhler; Rainer Herges; Michael M Haley
Journal: J Org Chem Date: 2011-09-22 Impact factor: 4.354

2. Synthesis of alpha-ketoester- and alpha-hydroxyester-substituted isoindazoles via the thermodynamic coarctate cyclization of ester-terminated azo-ene-yne systems.

Authors: Sean P McClintock; Nathan Forster; Rainer Herges; Michael M Haley
Journal: J Org Chem Date: 2009-09-04 Impact factor: 4.354

2 in total