Journal of Organic Chemistry 2012-11-16

Palladium-catalyzed synthesis of isocoumarins and phthalides via tert-butyl isocyanide insertion.

Xiang-Dong Fei, Zhi-Yuan Ge, Ting Tang, Yong-Ming Zhu, Shun-Jun Ji

Index: J. Org. Chem. 77(22) , 10321-8, (2012)

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Abstract

A novel and highly efficient strategy for the synthesis of isocoumarins and phthalides through a palladium(0)-catalyzed reaction incorporating tert-butyl isocyanide has been developed. This process, providing one of the simplest methods for the synthesis of this class of valuable lactones, involves two steps including cyclization reaction and simple acid hydrolysis. The methodology is tolerant of a wide range of substrates and applicable to library synthesis.