Diisobutylaluminum Hydride Promoted Cyclization of 1-Hydrosilyl-4-silyl-1,3-enynes to Polysubstituted Siloles.
An efficient method for preparing unsymmetrically multisubstituted siloles is described. The reaction of 1-hydrosilyl-4-silyl-1,3-enynes with diisobutylaluminum hydride (DIBAL-H) gave multisubstituted siloles in good to high yields. This method could be applied to the synthesis of benzosiloles using 2-hydrosilyl-1-(silylethynyl)benzenes as substrates. The silole formation was also promoted even by a substoichiometric amount of DIBAL-H. The reaction provides a straightforward method to prepare siloles and benzosiloles.
Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University , 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.
Hidenori
0000-0002-9761-9015
H
Kinoshita
Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University , 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.
Akihiro
A
Ueda
Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University , 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.
Hiroki
H
Fukumoto
Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University , 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.
Katsukiyo
0000-0002-4535-8677
K
Miura