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Carboxylate‐Assisted Iridium‐Catalyzed C−H Amination of Arenes with Biologically Relevant Alkyl Azides
Author(s) -
Zhang Tao,
Hu Xuejiao,
Wang Zhen,
Yang Tiantian,
Sun Hao,
Li Guigen,
Lu Hongjian
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504880
Subject(s) - chemistry , amination , iridium , regioselectivity , reactivity (psychology) , alkyl , carboxylate , catalysis , substrate (aquarium) , combinatorial chemistry , organic chemistry , molecule , pathology , geology , medicine , oceanography , alternative medicine
An iridium‐catalyzed C−H amination of arenes with a wide substrate scope is reported. Benzamides with electron‐donating and ‐withdrawing groups and linear, branched, and cyclic alkyl azides are all applicable. Cesium carboxylate is crucial for both reactivity and regioselectivity of the reactions. Many biologically relevant molecules, such as amino acid, peptide, steroid, sugar, and thymidine derivatives can be introduced to arenes with high yields and 100 % chiral retention.