Sun Yulin, Liu Zhuoyuan, Liu Donghan, Zhang Mingshuai, Chen Longkun, Chai Zhangmengjie, Chen Xue-Bing, Yu Fuchao
Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China.
College of Science, Honghe University, Mengzi 661199 Yunnan, P. R. China.
J Org Chem. 2023 Aug 18;88(16):11627-11636. doi: 10.1021/acs.joc.3c00925. Epub 2023 Aug 9.
Syntheses of highly functionalized 4-alkylated 1,4-dihydropyridines (1,4-DHPs) from cyclic ethers and enaminones via iron(II)-mediated oxidative free radical cascade C(sp)-H bond functionalization/C(sp)-O bond cleavage/cyclization reaction have been first developed. This novel synthetic strategy offers an alternative method for the construction of 1,4-DHPs by using esters as the C4 sources, as well as expands the application of ethers in heterocycle synthesis.
首次开发了通过铁(II)介导的氧化自由基级联C(sp)-H键官能团化/C(sp)-O键裂解/环化反应,从环醚和烯胺酮合成高官能团化的4-烷基化1,4-二氢吡啶(1,4-DHPs)。这种新颖的合成策略提供了一种以酯作为C4源构建1,4-DHPs的替代方法,同时也扩展了醚在杂环合成中的应用。