InCl3/I2-catalyzed cross-coupling of alkyl trimethylsilyl ethers and allylsilanes via an in situ derived combined lewis acid of InCl3 and Me3SiI
InCl3/I2-catalyzed cross-coupling of alkyl trimethylsilyl ethers and allylsilanes via an in situ derived combined lewis acid of InCl3 and Me3SiI
复制标题
DOI：
10.1021/jo7015289
复制
发表时间：
2007-10-26
影响因子：
3.6
通讯作者：
Baba, Akio
中科院分区：
文献类型：
--
作者：
Saito, Takahiro;Nishimoto, Yoshihiro;Baba, Akio
InCl3 和 I-2 有效催化了各种脂肪族三甲基硅醚和烯丙基硅烷的直接 C-sp3-C-sp3 偶联。该转化被认为涉及 InCl3 和 Me3SiI 的原位组合路易斯酸。该反应可用于构建季-季和季-叔碳-碳键。该系统能够与包含芳基卤化物部分的三甲基甲硅烷基醚进行高度化学选择性的偶联。此外，可以使用炔基三甲基硅烷和三甲基甲硅烷基乙烯酮缩醛进行偶联。
Direct C-sp3-C-sp3 coupling of various aliphatic trimethylsilyl ethers and allylsilanes is effectively catalyzed by InCl3 and I-2. The transformation is thought to involve an in situ-derived combined Lewis acid of InCl3 and Me3SiI. The reaction can be used for the construction of quaternary-quaternary and quaternary -tertiary carbon-carbon bonds. This system enabled a highly chemoselective coupling to be conducted with a trimethylsilyl ether including an aryl halide moiety. Furthermore, couplings were possible using an alkynyltri-methylsilane and a trimethylsilyl ketene acetal.