Iron-Catalyzed Intermolecular 1,2-Difunctionalization of Styrenes and Conjugated Alkenes with Silanes and Nucleophiles

被引:142
作者
Yang, Yuan [1 ,2 ]
Song, Ren-Jie [1 ,2 ]
Ouyang, Xuan-Hui [1 ,2 ]
Wang, Cheng-Yong [1 ,2 ]
Li, Jin-Heng [1 ,2 ]
Luo, Shenglian [1 ,2 ]
机构
[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Contro, Nanchang 330063, Jiangxi, Peoples R China
[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
关键词
alkenes; iron; radicals; reaction mechanisms; silanes; INTRAMOLECULAR BIS-SILYLATION; ALPHA-AMINO-ACIDS; STEREOSELECTIVE-SYNTHESIS; DEHYDROGENATIVE SILYLATION; REUPTAKE INHIBITOR; TERTIARY SILANES; RECENT PROGRESS; HYDROSILYLATION; SILICON; ACTIVATION;
D O I
10.1002/anie.201702349
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first iron-catalyzed 1,2-difunctionalization of styrenes and conjugated alkenes with silanes and either N or C, using an oxidative radical strategy, is described. Employing FeCl2 and di-tert-butyl peroxide allows divergent alkene 1,2-difunctionalizations, including 1,2-aminosilylation, 1,2-arylsilylation, and 1,2-alkylsilylation, which rely on a wide range of nucleophiles, namely, amines, amides, indoles, pyrroles, and 1,3-dicarbonyls, thus providing a powerful platform for producing diverse silicon-containing alkanes.
引用
收藏
页码:7916 / 7919
页数:4
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