Li Huan, Guo Lei, Feng Xiaoliang, Huo Liping, Zhu Shengqing, Chu Lingling
State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry, Chemical Engineering and Biotechnology, Center for Advanced Low-Dimension Materials, Donghua University Shanghai 201620 China
Chem Sci. 2020 Apr 14;11(19):4904-4910. doi: 10.1039/d0sc01471k.
A selective, sequential C-O decarboxylative vinylation/C-H arylation of cyclic alcohol derivatives enabled by visible-light photoredox/nickel dual catalysis is described. This protocol utilizes a multicomponent radical cascade process, decarboxylative vinylation/1,5-HAT/aryl cross-coupling, to achieve efficient, site-selective dual-functionalization of saturated cyclic hydrocarbons in one single operation. This synergistic protocol provides straightforward access to sp-enriched scaffolds and an alternative retrosynthetic disconnection to diversely functionalized saturated ring systems from the simple starting materials.
本文描述了一种通过可见光光氧化还原/镍双催化实现的环状醇衍生物的选择性、顺序性C-O脱羧乙烯基化/C-H芳基化反应。该方案利用多组分自由基串联过程,即脱羧乙烯基化/1,5-氢原子转移/芳基交叉偶联,在一次操作中实现饱和环状烃的高效、位点选择性双官能化。这种协同方案为富含sp的支架提供了直接的合成途径,并为从简单起始原料多样化官能化的饱和环系统提供了一种替代的逆合成切断方法。