4.7 Article

Palladium-Catalyzed Synthesis of Isocoumarins and Phthalides via tert-Butyl Isocyanide Insertion

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 22, Pages 10321-10328

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo302004u

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Funding

  1. PAPD
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions
  3. NSFC (National Nature Science Foundation of China) [21172162]

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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.

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