Access to. Functionalized E-Allyisilanes and E-Alkenylsilanes through Visible-Light-Driven Radical Hydrosilylation of Mono- and Disubstituted Allenes

被引:39
作者
Cai, Yanyao [1 ]
Zhao, Wenxuan [1 ]
Wang, Shaozhong [1 ]
Liang, Yong [1 ]
Yao, Zhu-Jun [1 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem, Jiangsu Key Lab Adv Organ Mat, Sch Chem & Chem Engn, Nanjing 210023, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
POLARITY-REVERSAL CATALYSIS; ALKENES; HYDRIDES; ALKYNES;
D O I
10.1021/acs.orglett.9b03679
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-driven radical hydrosilylation of allene has been achieved by using eosin Y as the photocatalyst, with thiol and base as additives. Depending on allenes, two types of adducts with E-selectivity were obtained. It was demonstrated that monosubstituted nonarylated allenes reacted to give linear E-allylsilanes, while 1,3-disubstituted electron deficient allenes afforded E-alkenylsilanes. A radical mechanism was proposed to account for the chemo-, regio-, and stereoselective formation of these functionalized silicon-containing compounds.
引用
收藏
页码:9836 / 9840
页数:5
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