83706-29-0

Upstream product

• 14934-04-4 N-(4-methoxyphenyl)benzenesulfinamide 
• 591-51-5 phenyllithium 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 83706-37-0 (±)-((4-methoxyphenyl)imino)(methyl)(phenyl)-λ⁶-sulfanone 

Relevant academic research and scientific papers

THIONYL TETRAFLUORIDE MODIFIED COMPOUNDS AND USES

Thionyl tetrafluoride gas reacts efficiently with primary amines to form reactive iminosulfur oxydifluoride compounds. These dual SVI-F loaded iminosulfur oxydifluoride compounds, in turn, readily react with secondary amines or aryloxy silyl ethers (ArO-SiR3), yielding the corresponding fused heteroatom-linked substrates. Iminosulfur oxyfluoride polymers also are provided by disclosed methods.

SuFEx Chemistry of Thionyl Tetrafluoride (SOF4) with Organolithium Nucleophiles: Synthesis of Sulfonimidoyl Fluorides, Sulfoximines, Sulfonimidamides, and Sulfonimidates

Thionyl tetrafluoride (SOF4) is a valuable connective gas for sulfur fluoride exchange (SuFEx) click chemistry that enables multidimensional linkages to be created via sulfur–oxygen and sulfur–nitrogen bonds. Herein, we expand the available SuFEx chemistry of SOF4 to include organolithium nucleophiles, and demonstrate, for the first time, the controlled projection of sulfur–carbon links at the sulfur center of SOF4-derived iminosulfur oxydifluorides (R1?N=SOF2). This method provides rapid and modular access to sulfonimidoyl fluorides (R1?N=SOFR2), another array of versatile SuFEx connectors with readily tunable reactivity of the S?F handle. Divergent connections derived from these valuable sulfonimidoyl fluoride units are also demonstrated, including the synthesis of sulfoximines, sulfonimidamides, and sulfonimidates.

Preparation and Reactions of Sulfonimidoyl Fluorides

Sulfonimidoyl fluorides have been prepared for the first time by treatment of sulfonimidoyl chlorides with various sources of fluoride ion.Sulfonimidoyl chlorides are reduced to sulfinamides with alkyllithium reagents; however, the corresponding fluorides