Naphthalenes, isoquinolines, and a benzazocine from zirconocene - Copper-mediated coupling of benzocyclobutadiene with nitriles and alkynes

被引：28

作者：

Ramakrishna, TVV ^{[1
]}

Sharp, PR ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 06期

关键词：

D O I：

10.1021/ol034040u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Commercially available 1-bromobenzocyclobutene is a potentially useful synthon particularly with the application of organometallic methodology. Here we show that it is readily converted into Cp2Zr(benzocyclobutadiene), which couples with alkynes or nitriles giving five-membered zirconacycles. Treatment of these alkyne- or nitrile-derived zirconacycles with CuCl yields substituted naphthalenes, isoquinolines, or in the presence of MeO2C-CC-CO2Me, a 2-benzazocine containing an eight-membered ring.

引用

页码：877 / 879

页数：3

共 53 条

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