51739-40-3Relevant articles and documents
Visible-Light Photoredox/Nickel Dual Catalysis for the Cross-Coupling of Sulfinic Acid Salts with Aryl Iodides
Liu, Nai-Wei,Hofman, Kamil,Herbert, André,Manolikakes, Georg
, p. 760 - 763 (2018)
An efficient cross-coupling of sodium or lithium sulfinates with aryl iodides, using a combination of nickel and photoredox catalysis, is described. The dual catalyst system enables a versatile synthesis of aryl sulfones at room temperature in good yields and displays a broad functional group compatibility. The potential utility of this method in the late-stage diversification of complex molecules and in the conversion of organolithium reagents and sulfur dioxide into sulfones is demonstrated.
Visible-Light-Driven Silver-Catalyzed One-Pot Approach: A Selective Synthesis of Diaryl Sulfoxides and Diaryl Sulfones
Kim, Dong Hyuk,Lee, Juyoung,Lee, Anna
supporting information, p. 764 - 767 (2018/02/09)
An efficient one-pot approach for the synthesis of diaryl sulfoxides and diaryl sulfones using aryl thiols and aryl diazonium salts was developed. The use of a visible-light-driven silver catalysis and the subsequent singlet-oxygen-induced oxidation enabled selective synthesis of sulfoxides and sulfones in the absence of a photocatalyst. The reactions were carried out under mild reaction conditions; the desired products were obtained under air atmosphere at room temperature.
Visible-light-promoted synthesis of diaryl sulfides under air
Hong, Boseok,Lee, Juyoung,Lee, Anna
supporting information, p. 2809 - 2812 (2017/06/27)
A convergent, organocatalytic visible-light-mediated process for the synthesis of diaryl sulfides has been developed. A broad range of aryl thiols reacted with various aryl diazonium salts in the presence of eosin Y under air atmosphere to afford the desired diaryl sulfides in high yields. This novel and environmentally friendly method provides an alternative route to established synthetic approaches.
A KINETIC STUDY OF THE FRIEDEL-CRAFTS REACTION OF NAPHTHALENE WITH PARA- SUBSTITUTED BENZENESULPHONYL CHLORIDES: THE EFFECT OF THE SUBSTITUENT
Yoshii, Yoshihiro,Ito, Akiyoshi,Hirashima, Tsuneaki,Shinkai, Seiji,Manabe, Osamu
, p. 777 - 782 (2007/10/02)
The kinetics of the Friedel-Crafts reaction of naphthalene with para-substituted benzenesulphonyl chlorides have been investigated.The rate constants for equations (i) (formation of the sulphonyl cation) and (ii) (sulphone formation) were determined separately.The effect of the para-substituents on k1 was XC6H4SO2Cl + AlCl3 XC6H4SO2+*AlCl4- , XC6H4SO24*AlCl4- + C10H8 XC6H4SO2C10H7*AlCl3 + HCl well expressed by Yukawa-Tsuno equation, log(k1X/K1H)= ρ1(Δ?R(+))> where ρ1= -2.7 and γ1= 0.4.On the other hand, the effect of the para-substituents on k3(=k1k2/k-1) was expressed by the Brown-Okamoto equation, log(k3X/k3H)= ρ3?+ where ρ3= -2.8.Thus, the electron-donating para-substituents gave the greater reaction rates.We concluded that the sulphonyl cation gives large negative ρ values as a result of its high reactivity, and that its low selectivity for α-attack is due to a steric effect.These kinetic results have been rationalised in terms of bifunctional acid-base catalysis in phenylsulphonnylation.