Cu-facilitated C-O bond formation using N-hydroxyphthalimide:: Efficient and selective functionalization of benzyl and allylic C-H bonds

被引:155
作者
Lee, Ji Min
Park, Eun Ju
Cho, Seung Hwan
Chang, Sukbok [1 ]
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea
关键词
D O I
10.1021/ja8031218
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient protocol for the benzyl or allylic C-H functionalization of simple hydrocarbons has been developed using stoichiometric amounts of N-hydroxyphthalimide and Phl(OAc)(2) in the presence of CuCl catalyst. The reaction was revealed to proceed via a radical pathway, in which phthalimide N-oxyl (PINO) radical plays a dual role, serving as a catalytic hydrogen abstractor from hydrocarbons as well as a stoichiometric reagent to couple with the resultant alkyl radicals.
引用
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页码:7824 / +
页数:3
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