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

Shu-jie Chen, Guo-ping Lu, Chun Cai*

*Chemical Engineering College, Nanjing University of Science & Technology, 200 Xiaolingwei, Nanjing, Jiangsu 210094, P. R. of China, Email: c.caimail.njust.edu.cn

S.-j. Chen, G.-p. Lu, C. Cai, Synthesis, 2015, 47, 976-984.

DOI: 10.1055/s-0034-1380110

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Abstract

A tandem reaction consisting of a [IrCp*Cl₂]₂/KOH catalyzed isomerization/cyclization of allylic alcohols with 2-aminobenzyl alcohol enables the synthesis of quinolines. Secondary and primary allylic alcohols afford differently substituted quinoline derivatives in good yields.

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Key Words

iridium, quinolines, allylic alcohols, isomerization, cyclization

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ID: J66-Y2015