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New Method for Preparation of Coumarins and Quinolinones via Pd-Catalyzed Intramolecular Hydroarylation of C-C Triple Bonds

Chengguo Jia, Dongguo Piao, Tsugio Kitamura and Yuzo Fujiwara*

*Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Hakozaki, Fukuoka, 812-8581, Japan

C. Jia, D. Piao, T. Kitamura, Y. Fujiwara, J. Org. Chem., 2000, 65, 7516-7522.

DOI: 10.1021/jo000861q

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Various aryl alkynoates and alkynanilides undergo fast intramolecular reaction at room temperature in the presence of a catalytic amount of Pd(OAc)2 and trifluoroacetic acid (TFA) as solvent to afford coumarins and quinolinones in good yields. The reaction tolerates a number of functional groups such as Br and CHO.

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Key Words

coumarins, 2-quinolinones

ID: J42-Y2000