Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp3)-H bonds

被引:14
|
作者
Dong, Yu [1 ,2 ]
Yang, Jian [1 ,2 ]
He, Shuai [3 ]
Shi, Zhi-Chuan [3 ]
Wang, Yu [4 ]
Zhang, Xiao-Mei [1 ]
Wang, Ji-Yu [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Sichuan, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Southwest Minzu Univ, Chengdu 610041, Sichuan, Peoples R China
[4] Guizhou Educ Univ, Guiyang 550018, Guizhou, Peoples R China
关键词
C-C BOND; ALPHA-ARYLATION; H BONDS; DERIVATIVES; ACTIVATION; STRATEGY; ETHERS; ARYL; CASCADE; 1,4-NAPHTHOQUINONES;
D O I
10.1039/c9ra05678e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A metal-free cross-dehydrogenative coupling of quinones with toluene derivatives has been established. A series of quinones were subjected to reaction with toluene derivatives in the presence of di-tertbutyl peroxide (DTBP) for direct synthesis of benzylquinones. The method exhibits good functional group tolerance, and desired products were obtained in moderate to good yields. Meanwhile, a radical pathway was proposed to describe the cross-dehydrogenative coupling of quinones with toluene derivatives.
引用
收藏
页码:27588 / 27592
页数:5
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