Cycloalkylation of C(sp3)-H Bond with Neighboring Carboxylic Acid as Traceless Activating Group

被引:26
作者
Lv, Leiyang [1 ]
Li, Zhiping [1 ]
机构
[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
基金
美国国家科学基金会;
关键词
DIRECTING GROUPS; FUNCTIONALIZATION; CONSTRUCTION; ARYLATION; STRATEGY; PHOTOREDOX; CATALYSIS;
D O I
10.1021/acs.joc.6b03091
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective functionalization of inert C(sp(3))-H bond is one of cutting-edge challenges in chemical synthesis. A novel strategy for selective C(sp(3))-H bond cydoalkylation is developed with neighboring carboxylic acid as a traceless activating group. Primary and secondary alkyl carboxylic acids undergo decarboxylation/alpha-C(sp(3))-H cleavage/cycloalkylation to give the five membered cyclization products, while tertiary adds undergo decarboxylation/ss-C(sp(3))-H cleavage/cycloalkylation to generate the six-membered cyclization products.
引用
收藏
页码:2689 / 2702
页数:14
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