Palladium-catalyzed silyl C(sp3)-H bond activation

被引:39
作者
Liang, Yun [1 ,2 ,3 ]
Geng, Weizhi [1 ]
Wei, Junnian [1 ]
Ouyang, Kunbing [1 ]
Xi, Zhenfeng [1 ,4 ]
机构
[1] Peking Univ, Beijing Natl Lab Mol Sci, MOE Key Lab Bioorgan Chem & Mol Engn, Coll Chem, Beijing 100871, Peoples R China
[2] Hunan Normal Univ, Key Lab Resource Fine Proc & Adv Mat Hunan Prov, Coll Chem & Chem Engn, Changsha 410081, Hunan, Peoples R China
[3] Hunan Normal Univ, MOE Key Lab Chem Biol & Tradit Chinese Med Res, Coll Chem & Chem Engn, Changsha 410081, Hunan, Peoples R China
[4] CAS, SIOC, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
C-H BONDS; INTRAMOLECULAR ALKANE ARYLATION; SILICON-CARBON HETEROCYCLES; CROSS-COUPLING REACTIONS; MILD CONDITIONS; 6-MEMBERED SILACYCLES; METHYL-GROUPS; FUNCTIONALIZATION; ALPHA; SP(2);
D O I
10.1039/c2ob06941e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first transition-metal-catalyzed activation of silyl C(sp(3))-H bond was realized and synthetically applied. A variety of organic skeletons substituted with SiMe3 groups could undergo the Pd-catalyzed intramolecular coupling reaction, resulting in an unprecedented synthetic method for yielding six-membered silacycles. It was found that the adjacent Si atom played an essential role for the activation of the C(sp(3))-H bond of the SiMe3 group; no activation reaction of the C(sp(3))-H bond of the CMe3 group took place under the same reaction conditions.
引用
收藏
页码:1537 / 1542
页数:6
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