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Palladium-catalyzed cascade aryl addition/intramolecular lactonization of phthalaldehyde to access 3-aryl- and alkenylphthalides.

The Journal of organic chemistry (2010-08-28)
Zhishi Ye, Pengcheng Qian, Guanglei Lv, Fang Luo, Jiang Cheng
RÉSUMÉ

A palladium-catalyzed addition of arylboronic acids to phthalaldehyde, followed by an intramolecular lactonization to access 3-substituted phthalides, is described. The procedure tolerates a series of functional groups, such as methoxyl, fluoro, chloro, and trifluoromethyl groups. It represents a procedure for the synthesis of 3-substituted phthalides.

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Phthalide, 98%