Cui Jie, Wang Hui, Song Jian, Chi Xiaochen, Meng Long, Liu Qing, Zhang Daopeng, Dong Yunhui, Liu Hui
School of Chemistry and Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo 255049, P. R. China.
Org Biomol Chem. 2017 Oct 18;15(40):8508-8512. doi: 10.1039/c7ob01831b.
This work reports the copper(i)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides bearing an alkene moiety, during which a C-C bond and a C-B bond were formed in one step. Various functionalized pyrrolidine derivatives bearing a quaternary carbon center were obtained, and they showed good functional group tolerance and high chemoselectivity. This transformation was highly efficient and could be finished in 20 minutes. A radical mechanism has been proposed.
这项工作报道了铜(I)催化的带有烯烃部分的卤代烃的5-外向-三自由基环化/硼化反应,在此过程中一步形成了一个C-C键和一个C-B键。得到了各种带有季碳中心的功能化吡咯烷衍生物,它们表现出良好的官能团耐受性和高化学选择性。这种转化效率很高,可以在20分钟内完成。已提出了一种自由基机理。