Recyclable Trifluoromethylation Reagents from Fluoroform. Academic Article uri icon

Overview

abstract

  • We present a strategy to rationally prepare CF3- transfer reagents at ambient temperature from HCF3. We demonstrate that a highly reactive CF3- adduct can be synthesized from alkali metal hydride, HCF3, and borazine Lewis acids in quantitative yield at room temperature. These nucleophilic reagents transfer CF3- to substrates without additional chemical activation, and after CF3 transfer, the free borazine is quantitatively regenerated. These features enable syntheses of popular nucleophilic, radical, and electrophilic trifluoromethylation reagents with complete recycling of the borazine Lewis acid.

publication date

  • July 13, 2017

Identity

Scopus Document Identifier

  • 85026477487

Digital Object Identifier (DOI)

  • 10.1021/jacs.7b05408

PubMed ID

  • 28703573

Additional Document Info

volume

  • 139

issue

  • 29