An electrochemical gram-scale protocol for pyridylation of inert N-heterocycles with cyanopyridines

Cong Niu; Jianjing Yang; Kelu Yan; Jiafang Xie; Wei Jiang; Bingwen Li; Jiangwei Wen

doi:10.1016/j.xpro.2022.101565

An electrochemical gram-scale protocol for pyridylation of inert N-heterocycles with cyanopyridines

STAR Protoc. 2022 Jul 19;3(3):101565. doi: 10.1016/j.xpro.2022.101565. eCollection 2022 Sep 16.

Authors

Cong Niu¹, Jianjing Yang¹, Kelu Yan¹, Jiafang Xie¹, Wei Jiang¹, Bingwen Li², Jiangwei Wen³

Affiliations

¹ Key Laboratory of Green Natural Products and Pharmaceutical Intermediates in Colleges and Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, China.
² Shandong Key Laboratory of Biophysics, Institute of Biophysics, Dezhou University, Dezhou 253023, China. Electronic address: libingwen0609@163.com.
³ Key Laboratory of Green Natural Products and Pharmaceutical Intermediates in Colleges and Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, China. Electronic address: wenjy@qfnu.edu.cn.

Abstract

Here, we present a protocol to decyanopyridate inert N-heterocycles access to N-fused heterocycles via the mechanism of dual proton-coupled electron transfer (PCET). We describe a detailed guide to performing an electrochemical gram-scale protocol for decyanopyridation of inert N-heterocycles. The desired pyridylated quinolone is synthesized in a 5.0 mmol scale with a yield of 76%. The protocol is limited to cyanopyridines. For complete details on the use and execution of this protocol, please refer to Niu et al. (2022).

Keywords: Chemistry; NMR.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Electron Transport
Protons*

Substances

Protons