Hydroalumination-Triggered Cyclization of Silylated 1,3-Dien-5-ynes to Polysubstituted Benzenes

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• 作者：Hidenori Kinoshita ; Takayuki Tohjima ; Katsukiyo Miura
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：September 19, 2014
• 年：2014
• 卷：16
• 期：18
• 页码：4762-4765
• 全文大小：339K
• ISSN：1523-7052

文摘

Regiocontrolled synthesis of polysubstituted benzenes from silylated 1,3-dien-5-ynes has been achieved by using diisobutylaluminum hydride (DIBAL-H). Hydroalumination of the alkyne moiety with DIBAL-H triggers the aromatic cyclization, which usually proceeds without rearrangement and loss of the existing substituents. The related unusual cyclizations to different types of polysubstituted benzenes are also described.