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Cu‐Mediated Amination of (Hetero)Aryl C−H bonds with NH Azaheterocycles
Author(s) -
Yu JinFeng,
Li JianJun,
Wang Peng,
Yu JinQuan
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201910395
Subject(s) - chemistry , benzofuran , amination , pyrazole , quinoline , imidazole , thiophene , aryl , combinatorial chemistry , indazole , indole test , pyrrole , benzimidazole , pyridine , carbazole , furan , medicinal chemistry , stereochemistry , organic chemistry , alkyl , catalysis
Direct synthesis of N‐(hetero)arylated heteroarenes has been realized through Cu‐mediated C−N coupling of NH azaheterocycles with aryl C−H bonds under aerobic conditions. This method features a broad scope of both heterocyclic arenes (pyridine, quinoline, pyrazole, imidazole, furan, thiophene, benzofuran, and indole) and NH azaheterocycles (imidazole, pyrazole, indole, azindole, purine, indazole, benzimidazole, pyridone, carbazole), providing a versatile method for the synthesis of pharmaceutically important N‐(hetero)arylated heteroarenes. The versatility of this reaction was further demonstrated through late‐stage modification of marketed drugs and the synthesis of a key intermediate for accessing a class of angiotensin II receptor 1 antagonists.