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

页码：976 / 984

页数：9

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