Fluorinated sulfoximines: syntheses, properties and applications

Area of Science:

• Organic Chemistry
• Materials Science
• Medicinal Chemistry

Background:

• Sulfoximines, analogues of sulfones, possess unique S[double bond, length as m-dash]N moieties.
• Fluorinated sulfoximines exhibit distinct properties and reactivities not found in parent sulfones.
• Interest in fluorinated sulfoximines has grown significantly in the last two decades.

Purpose of the Study:

• To provide a tutorial review on fluorinated sulfoximines.
• To discuss their specific properties, including bioactivities.
• To highlight their synthesis and applications, particularly as fluoromethyl transfer agents and in materials science.

Main Methods:

• Review of existing literature on fluorinated sulfoximines.
• Discussion of synthetic methodologies for fluoromethyl transfer agents (e.g., Johnson's reagent).
• Analysis of electronic effects imparted by fluoro-bearing sulfonimidoyl groups.

Main Results:

• Fluorinated sulfoximines display novel reactivities and properties.
• Fluoromethyl transfer agents like Johnson's reagent have established synthetic utility.
• Electron-withdrawing fluoro-bearing sulfonimidoyl moieties enable the creation of super-acidifiers and super-acceptors.

Conclusions:

• Fluorinated sulfoximines are versatile compounds with broad applications.
• Their unique electronic properties are key to developing advanced materials.
• This class of compounds holds significant potential in chemistry and materials science.