A CONVENIENT SYNTHESIS OF 2-ALKYL-MONO-O-ALKYLATED AND 2-ALKYL RESORCINOLS

被引：16
|
作者：
STEALEY, MA
SHONE, RL
MIYANO, M
机构：
[1] Dept. of Medicinal Chemistry., G. D. Searle and Co., Skokie, Illinois
来源：
SYNTHETIC COMMUNICATIONS | 1990年 / 20卷 / 12期
关键词：
D O I：
10.1080/00397919008053113
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The title C,O -dialkylated resorcinols have seldom been prepared. We have developed a practical synthesis of this class of compounds starting with cyclohexane-1,3-dione. The key features of the synthesis are mono-O-alkylation of a 2-alkyl cyclohexane-1,3-dione and Pd-C catalyzed or NBS/DBU aromatization of the resultant O-alkyl-2-alkyl cyclohexane-1,3-dione. The use of cyclohexane-1,3-dione allows regioselective alkylations that would not be possible with resorcinol itself. A convenient synthesis of 2-alkyl resorcinols from cyclohexane-1,3-dione has also been achieved. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码：1869 / 1876
页数：8
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