Electrochemical Regioselective C(sp2)-H Selenylation of Pyrazolo[1,5-a]pyrimidines with Diorganyldiselenides at Room Temperature

19 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

In this report, we disclose an electrochemical approach for the C(sp2)-H selenylation of pyrazolo[1,5-a]pyrimidines at room temperature. The reaction takes place within an undivided cell employing graphite electrodes, with TBABF4 acting as the supporting electrolyte. This technique offers a rapid, oxidant as well as halogen free, and environmentally conscious protocol for achieving regioselective selenylation specifically at the C3 position of pyrazolo[1,5-a]pyrimidines. Key attributes of this methodology include its atom economy, mild reaction conditions, short reaction time, utilization of cost-effective electrode materials, reliable achievement of yields ranging from good to excellent, and an environmentally friendly reaction condition.

Keywords

Selenylation
Electrochemistry
heterocycles
C-H Functionalization

Supplementary materials

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