title: Carboxylate-Assisted Iridium-Catalyzed C-H Amination of Arenes with Biologically Relevant Alkyl Azides.
abstract: 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.
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
authors.forename: Tao
authors.initials: T
authors.lastname: Zhang
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
authors.forename: Xuejiao
authors.initials: X
authors.lastname: Hu
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Wang
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
authors.forename: Tiantian
authors.initials: T
authors.lastname: Yang
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
authors.forename: Hao
authors.initials: H
authors.lastname: Sun
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.|Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, 79409-1061, USA.
authors.forename: Guigen
authors.initials: G
authors.lastname: Li
authors.affiliation: Institute of Chemistry & BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China. hongjianlu@nju.edu.cn.
authors.forename: Hongjian
authors.initials: H
authors.lastname: Lu
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D001686:Biological Phenomena; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006860:Hydrogen Bonding; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000473:Alkanes; D001386:Azides; D002264:Carboxylic Acids; D007495:Iridium
keywords: C−H activation; amides; azides; homogeneous catalysis; iridium