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

被引：18
|
作者：
Kinoshita, Hidenori [1 ]
Tohjima, Takayuki [1 ]
Miura, Katsukiyo [1 ]
机构：
[1] Saitama Univ, Grad Sch Sci & Engn, Dept Appl Chem, Sakura Ku, Saitama 3388570, Japan
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 18期
关键词：
3-COMPONENT CROSS-TRIMERIZATION; METALLORGANISCHE VERBINDUNGEN; TETRASUBSTITUTED BENZENES; REGIOSELECTIVE SYNTHESIS; ALKYNES; CYCLOTRIMERIZATION; STEREOCHEMISTRY; BENZANNULATION; DERIVATIVES; ACETYLENES;
D O I：
10.1021/ol5022096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
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收藏
页码：4762 / 4765
页数：4
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