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Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols

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Abstract

A simple, efficient and expeditious method for synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols, o-iodophenols and silica gel with the catalyst of PdCl2(PPh3)2 (2 mol%)/CuI (2 mol%) and microwave-promoted Sonogashira coupling/cyclization reaction is developed. The methodology can produce good to excellent yields. In addition, this method can also be completed in one-pot with iodobenzene, 2-methyl-3-butyn-2-ol and 2-iodo-4-methylphenol as reactants.

A simple and efficient method for synthesis of 2-arylbenzo[b]furnas and 2-ferrocenylbenzo[b]furans has been developed from the Sonogashira coupling/cyclization reaction of propargylic alcohols and o-iodophenols in the presence of silica gel and catalytic amounts of PdCl2(PPh3)2 (2 mol%) and CuI (2 mol%) under microwave conditions.

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Authors and Affiliations

  1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, P. R. of China

    LIANSHENG WU, XIAOKANG SHI, XIAOYUN XU, FEN LIANG & GUOSHENG HUANG

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  1. LIANSHENG WU
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  2. XIAOKANG SHI
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  3. XIAOYUN XU
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  4. FEN LIANG
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  5. GUOSHENG HUANG
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Correspondence to GUOSHENG HUANG.

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WU, L., SHI, X., XU, X. et al. Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols. J Chem Sci 123, 697–702 (2011). https://doi.org/10.1007/s12039-011-0137-9

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  • DOI: https://doi.org/10.1007/s12039-011-0137-9

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