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Acid‐Promoted Cascade Reaction of N ‐(4‐Chloroquinolin‐3‐yl)carbamates with Amines: One‐Pot Assembly of Imidazo[4,5‐ c ]quinolin‐2‐ones
Author(s) -
Lu Xiao,
Kim Myunghoon,
Orr Meghan J.,
Li Hao,
Huang Wenwei
Publication year - 2018
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.201701772
Subject(s) - chemistry , intramolecular force , amination , intermolecular force , cascade reaction , coupling reaction , combinatorial chemistry , cascade , sequence (biology) , reaction conditions , reductive amination , medicinal chemistry , stereochemistry , organic chemistry , molecule , catalysis , biochemistry , chromatography
An acid‐promoted cascade reaction of N ‐(4‐chloroquinolin‐3‐yl)carbamates with amines is described. This method achieves the formation of two new C–N bonds through an intermolecular amination/intramolecular cyclization reaction sequence. In combination with a subsequent Suzuki coupling reaction, this three‐component telescopic procedure provides rapid access to various bioactive imidazo[4,5‐ c ]quinolin‐2‐one derivatives.