Palladium-Catalyzed Cascade Hydrosilylation and Amino-Methylation of Isatin Derivatives

被引:11
作者
Liu, Yue [1 ,2 ]
Xia, Yun-Tao [1 ,2 ]
Cui, Su-Hang [1 ,2 ]
Ji, Yi-Gang [1 ,2 ,3 ]
Wu, Lei [1 ,2 ]
机构
[1] Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Peoples R China
[2] Nanjing Agr Univ, Coll Sci, Dept Chem, Nanjing 210095, Peoples R China
[3] Jiangsu Second Normal Univ, Dept Life Sci & Chem, Jiangsu Key Lab Biofunct Mol, Nanjing 210013, Peoples R China
关键词
Palladium catalysis; Hydrosilylation; Aminomethylation; Cascade Reaction; Isatin Derivatives; CARBOXYLIC-ACID DERIVATIVES; TERTIARY AMIDES; SECONDARY AMIDES; CHEMOSELECTIVE REDUCTION; SELF-ENCAPSULATION; SILANE-REDUCTION; IRON; HYDROSILANES; CARBOXAMIDES; TRANSITION;
D O I
10.1002/adsc.202000266
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We demonstrate that using palladium acetate as a catalyst for reduction of DMF and isatin derivatives by hydrosilanes, a cascade hydrosilylation and amino-methylation reaction can be realized. With DMF as a reactant and a solvent, the in-situ generated siloxymethylamine intermediate, an adduct of DMF and hydrosilanes, smoothly participates in the successive stages, providing a serials of Si, N-functionalized indolin-2-ones in moderate to good yields. This strategy exhibits high chemoselectivity toward carbonyl moieties reduction among the substrates.
引用
收藏
页码:2632 / 2636
页数:5
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