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

页码：9211 / 9213

页数：3

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