Palladium-Catalyzed C( sp3)- H Activation: A Facile Method for the Synthesis of 3,4-Dihydroquinolinone Derivatives**

被引:87
作者
Yan, Jia-Xuan [1 ,2 ]
Li, Hu [1 ,2 ]
Liu, Xiang-Wei [1 ,2 ]
Shi, Jiang-Ling [1 ,2 ]
Wang, Xin [1 ,2 ]
Shi, Zhang-Jie [1 ,2 ,3 ]
机构
[1] Peking Univ, PKU Green Chem Ctr, Beijing Natl Lab Mol Sci BNLMS, Beijing 100871, Peoples R China
[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem, Beijing 100871, Peoples R China
[3] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
CH activation; dihydroquinolinones; palladacycles; palladium; synthetic methods; INTRAMOLECULAR ALKANE ARYLATION; PROTON-ABSTRACTION MECHANISM; BOND ACTIVATION; UNACTIVATED C(SP(3))-H; EFFICIENT SYNTHESIS; DIRECTING GROUP; FUNCTIONALIZATION; LIGAND; ACID; (HETERO)ARENES;
D O I
10.1002/anie.201402562
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3,4-Dihydroquinolinones were synthesized by the palladium-catalyzed, oxidative-addition-initiated activation and arylation of inert C(sp(3))H bonds. Pd(OAc)(2) and P(o-tol)(3) were used as the catalyst and ligand, respectively, to improve the efficiency of the reaction. A further advantage of this reaction is that it could be performed in air. A relatively rare seven-membered palladacycle was proposed as a key intermediate of the catalytic cycle.
引用
收藏
页码:4945 / 4949
页数:5
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