A Convenient Synthesis of Functionalized Azulenes via Negishi Cross-Coupling

被引：20
作者：
Dubovik, Julia [1 ]
Bredihhin, Aleksei [1 ]
机构：
[1] Univ Tartu, Inst Technol, EE-50411 Tartu, Estonia
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 04期
关键词：
azulene; cross-coupling; halogenation; heterocycles; organometallic reagents; HOLE-INJECTING MATERIAL; EASY ACCESS; DERIVATIVES; FRAMEWORK; REAGENTS; BEHAVIOR; DEVICES; DESIGN;
D O I：
10.1055/s-0034-1379486
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild and effective method for the synthesis of functionalized azulenes is described. Negishi cross-coupling of bromoazulenes with functionalized aromatic, heterocyclic, benzylic, and alkylic organozinc reagents affords substituted azulenes in good yields. Functional groups, including ethoxycarbonyl, cyano, methoxy, fluoro, chloro, and bromo are well tolerated. Additionally, a one-pot procedure for introducing two different substituents into positions 1 and 3 of azulene through cross-coupling reaction is described for the first time.
引用
收藏
页码：538 / 548
页数：11
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