Journal of Organic Chemistry 2010-09-03

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

Zhishi Ye, Pengcheng Qian, Guanglei Lv, Fang Luo, Jiang Cheng

Index: J. Org. Chem. 75(17) , 6043-5, (2010)

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Abstract

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.