Organic letters

Coumarins from Free ortho-Hydroxy Cinnamates by Heck-Matsuda Arylations: A Scalable Total Synthesis of (R)-Tolterodine

DA Barancelli, AG Salles Jr, JG Taylor…

文献索引：Barancelli, Daniela A.; Salles, Airton G.; Taylor, Jason G.; Correia, Carlos Roque D. Organic Letters, 2012 , vol. 14, # 23 p. 6036 - 6039

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被引用次数: 40

摘要

Free ortho-hydroxy cinnamate ester derivatives are evaluated in the synthesis of structurally diverse 4-aryl-coumarins via a tandem Heck-Matsuda cyclization reaction. Free phenolic groups were considered incompatible with such a reaction, which usually provide the corresponding diazo dyes. A concise and scalable route employing a ligand-free, Pd- catalyzed Heck-Matsuda arylation under aerobic conditions for the preparation of (R)- ...