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Synthesis 2011(8): 1283-1289  
DOI: 10.1055/s-0030-1258473
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Improved Synthesis of Coumarins by Iron(III)-Catalyzed Cascade Reaction of Propiolic Acids and Phenols

Md. Shahajahan Kutubi, Takuya Hashimoto, Tsugio Kitamura*
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, 1 Honjo-machi, Saga 840-8502, Japan
Fax: +81(952)288548; e-Mail: kitamura@cc.saga-u.ac.jp;
Further Information

Publication History

Received 31 January 2011
Publication Date:
10 March 2011 (online)

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Abstract

The reaction of propiolic acids with phenols in the presence of FeCl3/AgOTf catalyst proceeded efficiently in a mixed solvent of trifluoroacetic acid and 1,2-dichloroethane, and provided coumarins in good to high yields. This iron-catalyzed reaction offers a much-improved synthesis of coumarins.

Key words

iron - hydroarylation - coumarins - propiolic acids - propynoic acids - phenols

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