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Three‐Component Povarov Reaction with Alcohols as Alkene Precursors: Efficient Access to 2‐Arylquinolines
Author(s) -
Li Xinjian,
Xing Qi,
Li Pan,
Zhao Jingjing,
Li Fuwei
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601343
Subject(s) - chemistry , alkene , alkylation , aniline , organic chemistry , environmentally friendly , solvent , catalysis , combinatorial chemistry , ecology , biology
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/ n PrOH, with water as the only side‐product. The aniline substrates also act as a recyclable transfer medium for EtOH/ n PrOH through an in‐situ N ‐alkylation/oxidation process. This makes EtOH/ n PrOH an economical and environmentally friendly precursor of alkenes as well as the solvent.