Copper-Catalyzed Inter/Intramolecular N-Alkenylation of Benzimidazoles via Tandem Processes Involving Selectively Mild Iodination of sp3C-H Bond at α-Position of Ester.
Inter/intramolecular approaches to sp2C-N bond formation of N-alkenyl benzimidazoles have been accomplished in the presence of an iodide anion associated with a copper catalyst. Both intermolecular and intramolecular reactions included tandem processes, in which selective iodination of sp3C-H bond at the α-position of ester under mild conditions was demonstrated for the first time. Tandem reactions involving sp3C-H activation via α-iodo ester intermediate under copper catalysis efficiently provided more than 20 novel azole compounds, and free radicals were not involved in this transformation.
Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
Ting-Ting
TT
Lai
Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
Dan
D
Xie
Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
Cheng-He
CH
Zhou
Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.|Beijing National Laboratory for Molecular Sciences , Beijing 100190, China.
Gui-Xin
GX
Cai