Unactivated C(sp3)-H hydroxylation through palladium catalysis with H2O as the oxygen source

被引:36
作者
Hu, Jiantao [1 ]
Lan, Tianlong [1 ]
Sun, Yihua [2 ]
Chen, Hui [2 ]
Yao, Jiannian [2 ]
Rao, Yu [1 ]
机构
[1] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, MOE Key Lab Prot Sci, Beijing 100084, Peoples R China
[2] Chinese Acad Sci, CAS Key Lab Photochem, Inst Chem, BNLMS, Beijing 100190, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H OXYGENATION; ALKANE HYDROXYLATION; BONDS; FUNCTIONALIZATION; ALKOXYLATION; ALCOHOLS; COMPLEXES; OXIDATION; CHEMISTRY; ALKENES;
D O I
10.1039/c5cc04952k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel palladium catalyzed hydroxylation of unactivated aliphatic C(sp(3))-H bonds was successfully developed. Different from conventional methods, water serves as the hydroxyl group source in the reaction. This new reaction demonstrates good reactivity and broad functional group tolerance. The C-H hydroxylated products can be readily transformed into various highly valuable chemicals via known transformations. Based on experimental and theoretical studies, a mechanism involving the Pd(II)/(IV) pathway is proposed for this hydroxylation reaction.
引用
收藏
页码:14929 / 14932
页数:4
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