Direct Decarboxylative-Decarbonylative Alkylation of α-Oxo Acids with Electrophilic Olefins via Visible-Light Photoredox Catalysis
Jian-Qiang Chen, Rui Chang, Yun-Long Wei, Jia-Nan Mo, Zhu-Yin Wang and Peng-Fei Xu*
*State Key Laboratory of Applied Organic Chemistry, Lanzhou
University, Lanzhou, 730000, P. R. China, Email: xupf
lzu.edu.cn
J.-Q. Chen, R. Chang, Y.-L. Wei, J.-N. Mo, Z.-Y. Wang, P.-F. Xu, J. Org. Chem., 2018, 83, 253-259.
DOI: 10.1021/acs.joc.7b02628
see article for more reactions
Abstract
Photoredox catalysis enables a decarbonylation of alkyl-substituted acyl radicals. In a photoredox 1,4-conjugate addition of alkyl ketoacids to electrophilic alkenes, tertiary alkyl ketoacids have proved to be good precursors.
see article for more examples
proposed mechanism
Key Words
alkylation, photochemistry
ID: J42-Y2018
