3 years ago

Visible-Light-Mediated Ipso-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from N-(p-Methoxyaryl)propiolamides and Acyl Chlorides

Visible-Light-Mediated Ipso-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from N-(p-Methoxyaryl)propiolamides
and Acyl Chlorides
Bi-Quan Xiong, Cong-Shan Zhou, Ke-Wen Tang, Pan-Liang Zhang, Chang-an Yang, Qiao-Lin Wang, Yu Liu
A novel visible-light-mediated ipso-carboacylation of N-(p-methoxyaryl)propiolamides with acyl chloride has been established for the synthesis of diverse 3-acylspiro[4,5]trienones with high selectivity and efficiency. This method represents a new difunctionalization of alkynes through cross coupling of the acyl chloride C–Cl bonds with an ipso-aromatic carbon by simultaneously forming two new carbon–carbon bonds and one carbon–oxygen double bond.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b03104

DOI: 10.1021/acs.joc.7b03104

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