Three-Component Povarov Reaction with Alcohols as Alkene Precursors: Efficient Access to 2-Arylquinolines

被引:17
作者
Li, Xinjian [1 ,2 ]
Xing, Qi [1 ]
Li, Pan [1 ]
Zhao, Jingjing [1 ]
Li, Fuwei [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Suzhou Res Inst, Lanzhou 730000, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
Quinolines; Nitrogen heterocycles; Iron; Homogeneous catalysis; Alcohols; Cascade reactions; CATALYZED DIRECT AMINATION; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; C-C BOND; SUBSTITUTED QUINOLINES; ALLYLIC ALCOHOLS; TANDEM REACTION; CASCADE; SALTS; CYCLIZATION;
D O I
10.1002/ejoc.201601343
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An atom-economic and efficient approach to the synthesis of 2-arylquinolines has been developed. The protocol involves an iron-catalysed cascade N-alkylation/aerobic oxidation/ Povarov reaction, and the desired quinolines were prepared in moderate to excellent yields from readily accessible anilines, aldehydes, and EtOH/nPrOH, with water as the only side-product. The aniline substrates also act as a recyclable transfer medium for EtOH/nPrOH through an in-situ N-alkylation/ oxidation process. This makes EtOH/nPrOH an economical and environmentally friendly precursor of alkenes as well as the solvent.
引用
收藏
页码:618 / 625
页数:8
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