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Synthesis 2009(8): 1301-1304  
DOI: 10.1055/s-0028-1088027
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Gallium(III) Chloride Catalyzed Hydroarylation of Arylacetylenes with Naphthols and Phenols: A Facile Synthesis of Vinylarenes

Jhillu S. Yadav*, Basi V. Subba Reddy, Sandip Sengupta, Swapan Kumar Biswas
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160512; e-Mail: yadav@iict.res.in;
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Publication History

Received 2 December 2008
Publication Date:
25 March 2009 (online)

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Abstract

Arylacetylenes undergo smooth hydroarylation with naphthols and phenols in the presence of 10 mol% of gallium(III) chloride in refluxing toluene to afford the corresponding 2-vinylnaphthols and -phenols in good yields with high regioselectivity. Similarly, styrenes undergo hydroarylation with naphthols and phenols to provide substituted naphthols and phenols.

Key words

arylations - arylacetylenes - gallium(III) chloride - phenols - addition reactions

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