Rapid access to organic triflates based on flash generation of unstable sulfonium triflates in flow

Masahiro Takumi; Hodaka Sakaue; Daiki Shibasaki; Aiichiro Nagaki

doi:10.1039/d2cc02344j

Rapid access to organic triflates based on flash generation of unstable sulfonium triflates in flow

Chem Commun (Camb). 2022 Jul 26;58(60):8344-8347. doi: 10.1039/d2cc02344j.

Authors

Masahiro Takumi¹, Hodaka Sakaue¹, Daiki Shibasaki¹, Aiichiro Nagaki¹

Affiliation

¹ Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyoto, 615-8510, Japan.

PMID: 35797717
DOI: 10.1039/d2cc02344j

Abstract

Flash (extremely fast) electrochemical generation of unstable arylbis(arylthio)sulfonium triflates [ArS(ArSSAr)]⁺ [OTf]^- that are unsuitable for accumulation in batch processes was achieved within 10 s in a divided-type flow electrochemcial reactor, enabling one-flow access to vinyl triflates, short-lived oxocarbenium triflates and glycosyl triflates.