A simple and efficient synthesis of 2-alkylazulenes

被引：8
|
作者：
Iwama, N [1 ]
Kashimoto, M
Ohtaki, H
Kato, T
Sugano, T
机构：
[1] Japan Polypropylene Corp, Polymerizat Tech Ctr, Yokaichi 5100848, Japan
[2] Mitsubishi Chem Grp Sci & Technol Res Ctr Inc, Organ Synth & Mol Catalysis Lab, Aoba Ku, Yokohama, Kanagawa 2278502, Japan
[3] Japan Polychem Corp, Div Res & Dev, Yokaichi 5100848, Japan
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 50期
关键词：
azulene; alkylazulene; tropolone;
D O I：
10.1016/j.tetlet.2004.10.077
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The annulation method based on 2H-cyclohepta[b] furan-2-ones was applied for the synthesis of 2-alkylazulenes; 2-R-azulene (R = Et, i-Pr, n-Pr, i-Bu). Tropolone p-toluenesulfonate was used as a starting compound. By the two step synthesis, 1-carboxylic-3-cyanoazulene derivatives were obtained. Treatment of 1-carboxylic-3-cyanoazulene derivatives with aq H2SO4 resulted in decarboxylation and elimination of cyano group to give 2-alkylazulenes in good yields. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9211 / 9213
页数：3
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