Chinn, Alex J.; Sedillo, Kassandra; Doyle, Abigail G. published the artcile< Phosphine/Photoredox Catalyzed Anti-Markovnikov Hydroamination of Olefins with Primary Sulfonamides via α-Scission from Phosphoranyl Radicals>, Quality Control of 6961-82-6, the main research area is secondary sulfonamide preparation; primary sulfonamide alkene antiMarkovnikov hydroamination phosphine iridium photocatalyst.
A dual phosphine and photoredox catalytic system that enables direct formation of sulfonamidyl radicals from primary sulfonamides RSO2NH2 (R = 4-tert-butylphenyl, Me, cyclopropyl, thiophen-2-yl, etc.) was reported. Mechanistic investigations support that the N-centered radical is generated via α-scission of the P-N bond of a phosphoranyl radical intermediate, formed by sulfonamide nucleophilic addition to a phosphine radical cation. As compared to the recently well-explored β-scission chem. of phosphoranyl radicals, this strategy is applicable to activation of N-based nucleophiles and is catalytic in phosphine. The application of this activation strategy to an intermol. anti-Markovnikov hydroamination of unactivated olefins (such as cyclohexene, hex-1-ene, styrene, etc.) with primary sulfonamides RSO2NH2 is highlighted. A range of structurally diverse secondary sulfonamides [such as 4-(tert-butyl)-N-hexylbenzenesulfonamide, 4-(tert-butyl)-N-(3-phenylpropyl)benzenesulfonamide, 2-chloro-N-cyclohexylbenzenesulfonamide, etc.] can be prepared in good to excellent yields under mild conditions.
Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Quality Control of 6961-82-6.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics