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  • Introduction of a Crystalline, Shelf-Stable Reagent for the Synthesis of Sulfur(VI) Fluorides.

Introduction of a Crystalline, Shelf-Stable Reagent for the Synthesis of Sulfur(VI) Fluorides.

Organic letters (2018-01-13)
Hua Zhou, Paramita Mukherjee, Rongqiang Liu, Edelweiss Evrard, Dianpeng Wang, John M Humphrey, Todd W Butler, Lise R Hoth, Jeffrey B Sperry, Sylvie K Sakata, Christopher J Helal, Christopher W Am Ende
ABSTRACT

The design, synthesis, and application of [4-(acetylamino)phenyl]imidodisulfuryl difluoride (AISF), a shelf-stable, crystalline reagent for the synthesis of sulfur(VI) fluorides, is described. The utility of AISF is demonstrated in the synthesis of a diverse array of aryl fluorosulfates and sulfamoyl fluorides under mild conditions. Additionally, a single-step preparation of AISF was developed that installed the bis(fluorosulfonyl)imide group on acetanilide utilizing an oxidative C-H functionalization protocol.

MATERIALS
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Product Description

Sigma-Aldrich
4-(Acetylamino)phenyl]imidodisulfuryl difluoride, ≥98%