Ph₃P/I₂-Mediated Synthesis of 3-Aryl-Substituted and 3,4-Disubstituted Coumarins

Wong Phakhodee*, Chuthamat Duangkamol, Dolnapa Yamano, Mookda Pattarawarapan

*Department of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand, Email: wongp2577gmail.com

W. Phadhodee, C. Duangkamol, D. Yamano, M. Pattarawarapan, Synlett, 2017, 28, 825-830.

DOI: 10.1055/s-0036-1588941

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Abstract

A Ph₃P/I₂-Et₃N-mediated one-pot two-step esterification-cyclization provides 3-aryl coumarins and 3-aryl-4-methylcoumarins from aryl acetic acids containing a steric or reactive group and 2-hydroxybenzaldehydes or 2′-hydroxyacetophenones smoothly at room temperature in good to excellent yields.

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Key Words

carboxylic acids, chemoselectivity, phosphorous, coumarins, cyclization

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ID: J60-Y2017