Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines
Xiaosheng Luo and Ping Wang*
*School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Jiao Tong University, Shanghai 200240, China,
Email: wangp1
sjtu.edu.cn
X. Luo, P. Wang, Org. Lett., 2021, 23, 4960-4965.
DOI: 10.1021/acs.orglett.1c01243
see article for more reactions
Abstract
4-Acyl-1,4-dihydropyridines (DHPs) can be converted into ynones under mild, electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals are alkynylated with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. The reaction tolerates halides, carboxylates, or alkenes.
see article for more examples
proposed reaction pathway
Key Words
alkynylation, electrochemistry
ID: J54-Y2021
