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Synthesis 2012(3): 439-445  
DOI: 10.1055/s-0031-1290066
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Expeditious Synthesis of Papilionaceous Molecules Containing Oligobenzofurans

Wen-Yu Chai, Er-Qun Yang, Yu-Long Zhang, An-Le Xie, Xiao-Ping Cao*
State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. of China
Fax: +86(931)8912582; e-Mail: caoxp@lzu.edu.cn;
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Publication History

Received 30 August 2011
Publication Date:
16 January 2012 (online)

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Abstract

An efficient synthetic route to construct particular papilionaceous molecules containing oligobenzofurans is described. The key steps involved composing the backbone of the molecules by the Sonogashira cross-coupling reaction, followed by closing the benzofuran ring under alkaline conditions, and further aromatic cyclization of a multi-benzofuranyl precursor using ferric chloride as the oxidative reagent. Basic optical studies (UV-Vis, fluorescence, and fluorescence quantum yield) have been carried out on the synthesized molecules.

Key words

expeditious synthesis - papilionaceous molecule - oligobenzofurans - ferric chloride - oxidative aromatic cyclization

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