Nickel-Catalyzed Selective C–H Cyanation via Aromatic Thianthrenium Salts
Guofu Zhang, Zijin Luo, Chenfei Guan, Xianghao Zhang, Chengrong Ding
Abstract
Here, we report the first case of nickel-catalyzed C–H cyanation via arylthianthrenium salts. The reaction features the use of air-stable and inexpensive NiCl 2 ·6H 2 O as a catalyst for the highly selective construction of cyanation products by aromatic pre-thianthrenation. The mechanism study shows that the formation of aryl radicals is involved. Also, this protocol can be applied to the late-stage functionalization of bioactive molecules and is readily scalable, further showcasing the synthetic utility.
Topics & Concepts
CyanationCatalysisNickelChemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques