Intermolecular Amination of Unactivated C(sp3)-H Bonds with Cyclic Alkylamines: Formation of C(sp3)-N Bonds through Copper/Oxygen-Mediated C(sp3)-H/N-H Activation.
The first example of intermolecular amination of unactivated C(sp3)-H bonds by cyclic alkylamines mediated by Cu(OAc)2/O2is reported. This method avoids the use of benzoyloxyamines as the aminating reagent, which are normally prepared from alkylamines in extra steps. A variety of unnatural β2, 2-amino acid analogues are synthesized by this simple and efficient procedure. This approach offers a solution to the previous unmet challenge of C(sp3)-H/N-H activation for the formation of C(sp3)-N bonds.
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, 650091, P.R. China.
Quan
Q
Gou
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, 650091, P.R. China.
Yu-Wen
YW
Yang
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, 650091, P.R. China.
Zi-Ning
ZN
Liu
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, 650091, P.R. China. qinjun@ynu.edu.cn.
Jun
J
Qin
C−H activation; C−N bonds; amination; copper; cyclic alkylamine