InCl3-Catalyzed Propargylation of Indoles and Phenols with Propargylic Acetates: Application to the Syntheses of Benzofurans and Naphthofurans

Zhe Liu; Li Liu; Zahid Shafiq; Yan-Chao Wu; Dong Wang; Yong-Jun Chen

doi:10.1055/s-2007-983735

PAPER

InCl₃-Catalyzed Propargylation of Indoles and Phenols with Propargylic Acetates: Application to the Syntheses of Benzofurans and Naphthofurans

Zhe Liu^a,b, Li Liu*^a, Zahid Shafiq^a,b, Yan-Chao Wu^a,b, Dong Wang^a, Yong-Jun Chen*^a
^a Beijing National Laboratory for Molecular Sciences (BNLMS), Laboratory for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, P. R. China
Fax: +86(10)62554449; e-Mail: lliu@mail.iccas.ac.cn; e-Mail: yjchen@mail.iccas.ac.cn;
^b Graduate School of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing 100080, P. R. China

Abstract

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Abstract

InCl₃-catalyzed propargylation of indoles and phenols was developed. A strategy combining propargylation with intramolecular cyclization was used to easily prepare 2-benzyl-3-arylbenzofurans and -naphthofurans, which are important pharmaceutical intermediates.

Key words

Friedel-Crafts alkylation - propargylation - cyclization - benzofuran - InCl₃

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