Xu Wen-Lei, Hu Wei, Zhao Wei-Ming, Wang Min, Chen Jie, Zhou Ling
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, Department of Chemistry & Materials Science, National Demonstration Center for Experimental Chemistry Education, Northwest University, Xi'an 710127, P. R. China.
Org Lett. 2020 Sep 18;22(18):7169-7174. doi: 10.1021/acs.orglett.0c02486. Epub 2020 Sep 9.
A copper(I)/DDQ-mediated double-dehydrogenative Diels-Alder (DDDA) reaction of simple butenes with 1,4-diketones and indolones has been established for the first time. This strategy is based on a tandem double-dehydrogenation/Diels-Alder reaction from nonprefunctionalized starting materials, in which both a diene and dienophile were in situ generated via activation of fourfold inert C(sp)-H bonds in one catalytic system.
首次实现了铜（I）/2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）介导的简单丁烯与1,4-二酮及吲哚酮的双脱氢狄尔斯-阿尔德（DDDA）反应。该策略基于从不需预先官能团化的起始原料进行的串联双脱氢/狄尔斯-阿尔德反应，其中二烯和亲双烯体均通过在一个催化体系中活化四重惰性C(sp)-H键原位生成。
