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Synthesis 2006(15): 2489-2492  
DOI: 10.1055/s-2006-942481
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Convenient Synthesis of Aryl Ferrocenylethynyl Ketones and 2-Ferrocenyl-4H-chromen-4-ones via Palladium-Catalyzed Carbonylation Coupling

Wenbing Maa, Xiaolong Lia, Jingmu Yangb, Zenglu Liuc, Baohua Chen*a, Xinfu Pana
a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
Fax: +86(931)8912582; e-Mail: chbh@lzu.edu.cn;
b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, P. R. of China
c Pharmacy College of Shanghai Jiao Tong University, Shanghai 200030, P. R. of China
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Publication History

Received 1 March 2006
Publication Date:
11 July 2006 (online)

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Abstract

The palladium-catalyzed carbonylation coupling reaction of ethynylferrocene with aryl iodides under an atmosphere of carbon monoxide is a convenient, effective, and versatile method for the synthesis of aryl ferrocenyethynyl ketones. Likewise, the palladium-catalyzed carbonylation coupling-annulation reaction of ethynylferrocene with substituted 2-iodophenol gives 2-ferrocenyl-4H-chromen-4-ones. The reactions were performed in short time and gave the products in good yield.

Key words

carbonylation - aryl ferrocenylethynyl ketones - 2-ferrocenyl-4H-chromen-4-ones - palladium catalysis - annulation