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Synthesis 2011(20): 3220-3224  
DOI: 10.1055/s-0030-1260172
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 2-(1H-1,2,3-Triazol-1-yl)-1,4-naphthoquinones from 2-Azido-1,4-naphthoquinone and Terminal Alkynes

Wilson Silva do Nascimento, Celso Amorim Camara, Ronaldo Nascimento de Oliveira*
Departamento de Química, Laboratório de Síntese de Compostos Bioativos, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros S/N, Dois Irmãos, 52171-900, Recife, PE, Brazil
Fax: +55(81)33206374; e-Mail: ronaldonoliveira@dq.ufrpe.br;
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Publication History

Received 24 May 2011
Publication Date:
16 August 2011 (online)

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Abstract

A series of 2-[(4-substituted 1H-1,2,3-triazol-1-yl)-1,4-naphthoquinones were prepared in moderate-to-good yields (51-90%) by the reaction of 2-azido-1,4-naphthoquinone with terminal alkynes in the presence of a catalytic amounts of copper(I) iodide in acetonitrile.

Key words

quinones - triazoles - heterocycles - copper catalysis - cycloaddition­ - alkynes - click chemistry

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