Synthesis of Quinolines from Allylic Alcohols via Iridium-Catalyzed Tandem Isomerization/Cyclization Combined with Potassium Hydroxide

被引：12
|
作者：
Chen, Shu-jie [1 ]
Lu, Guo-ping [1 ]
Cai, Chun [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Chem Engn Coll, Nanjing 210094, Jiangsu, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 07期
关键词：
iridium; quinolines; allylic alcohol; isomerization; cyclization; BASE-MEDIATED SYNTHESIS; SITU OLEFIN MIGRATION; ONE-POT SYNTHESIS; 2-AMINOBENZYL ALCOHOL; SELECTIVE CONVERSION; SECONDARY ALCOHOLS; CARBONYL-COMPOUNDS; ALPHA-ALKYLATION; KETONES; DIALLYLANILINES;
D O I：
10.1055/s-0034-1380110
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new tandem catalytic process has been established for the synthesis of quinolines. This process utilizes the [IrCp*Cl-2](2)/KOH catalyzed isomerization/cyclization of allylic alcohols with 2-aminobenzyl alcohol. Both the secondary and primary allylic alcohols were investigated in this catalytic system to afford different substituted quinoline derivatives in moderate to good yields. A mechanism study showed the reaction following a tandem process integrating isomerization of allylic alcohols and oxidative cyclization of 2-aminobenzyl alcohol.
引用
收藏
页码：976 / 984
页数：9
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