Issue 11, 2019

[Ag(bpy)(PPhtBu2)(OCF3)]: a stable nucleophilic reagent for chemoselective and stereospecific trifluoromethoxylation of secondary alkyl nosylates

Abstract

The development of a thermally stable and light-insensitive nucleophilic trifluoromethoxylative reagent [Ag(bpy)(PPhtBu2)(OCF3)] 2, which was synthesized in high yields via a three-step one-pot process from easily available trifluoromethyl triflate (TFMT) and AgF at room temperature, is described. The high reactivity of reagent 2 was demonstrated by its high yielding chemoselective and stereospecific SN2-type trifluoromethoxylation with secondary alkyl nosylates.

Graphical abstract: [Ag(bpy)(PPhtBu2)(OCF3)]: a stable nucleophilic reagent for chemoselective and stereospecific trifluoromethoxylation of secondary alkyl nosylates

Supplementary files

Article information

Article type
Research Article
Submitted
22 Feb 2019
Accepted
03 Apr 2019
First published
11 Apr 2019

Org. Chem. Front., 2019,6, 1801-1806

[Ag(bpy)(PPhtBu2)(OCF3)]: a stable nucleophilic reagent for chemoselective and stereospecific trifluoromethoxylation of secondary alkyl nosylates

D. Chen, L. Lu and Q. Shen, Org. Chem. Front., 2019, 6, 1801 DOI: 10.1039/C9QO00278B

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