General and Efficient Route for the Synthesis of 3,4-Disubstituted Coumarins via Pd-Catalyzed Site-Selective Cross-Coupling Reactions

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• 作者：Liang Zhang ; Tianhao Meng ; Renhua Fan ; Jie Wu
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：September 14, 2007
• 年：2007
• 卷：72
• 期：19
• 页码：7279 - 7286
• 全文大小：226K
• 年卷期：v.72,no.19(September 14, 2007)
• ISSN：1520-6904

文摘

Palladium-catalyzed site-selective cross-coupling reactions of 3-bromo-4-trifloxycoumarin or 3-bromo-4-tosyloxycoumarin provide an efficient and facile route for the synthesis of 3,4-disubstituted coumarins,which include 3,4-diarylcoumarins, 3-amino-4-arylcoumarins, and 3-aryl-4-aminocoumarins. The orderof reactivity of the (pseudo)halide substituents in the coumarins was found to be 4-OTf > 3-Br > 4-OTs.