Palladium-Catalyzed Synthesis of Isocoumarins and Phthalides via tert-Butyl Isocyanide Insertion
Xiang-Dong Fei, Zhi-Yuan Ge, Ting Tang, Yong-Ming Zhu* and Shun-Jun Ji*
*College of Pharmaceutical Sciences and College of Chemistry, Soochow University, Suzhou, 215123, China, Email: zhuyongmingsuda.edu.cn, chemjsjsuda.edu.cn
X.-D. Fei, Z.-Y. Ge, T. Tang, Y.-M. Zhu, S.-J. Ji, J. Org. Chem., 2012, 77, 10321-10328.
DOI: 10.1021/jo302004u (free Supporting Information)
A highly efficient palladium(0)-catalyzed strategy for the synthesis of isocoumarins involves cyclization with incorporation of tert-butyl isocyanide followed by simple acid hydrolysis to provide valuable lactones in good yields. The methodology is tolerant of a wide range of substrates and applicable to library synthesis.
see article for more examples