Rhodium-Catalyzed Coupling of 2-Silylphenylboronic Acids with Alkynes Leading to Benzosiloles: Catalytic Cleavage of the Carbon-Silicon Bond in Trialkylsilyl Groups

Rhodium-Catalyzed Coupling of 2-Silylphenylboronic Acids with Alkynes Leading to Benzosiloles: Catalytic Cleavage of the Carbon-Silicon Bond in Trialkylsilyl Groups
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DOI:
10.1021/ja9022978
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发表时间:
2009-06-10
影响因子:
15
通讯作者:
Chatani, Naoto
Chatani, Naoto
中科院分区:
化学1区
文献类型:
--
作者:
Tobisu, Mamoru;Onoe, Masahiro;Chatani, Naoto

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在铑催化剂存在下,2-(三甲基硅基)苯基硼酸与炔反应得到苯并噻咯衍生物。芳基乙烯基铑中间体在硅中心进行形式取代,导致三甲基甲硅烷基中的稳健硅-甲基键的裂解。
The reaction of 2-(trimethylsilyl)phenylboronic acid with alkynes in the presence of a rhodium catalyst affords benzosilole derivatives. The arylvinylrhodium intermediate undergoes formal substitution at a silicon center, resulting in the cleavage of a robust silicon-methyl bond in the trimethylsilyl group.