102690-35-7Relevant articles and documents
Air Oxidative Radical Oxysulfurization of Alkynes Leading to α-Thioaldehydes
Zhou, Shao-Fang,Pan, Xiang-Qiang,Zhou, Zhi-Hao,Shoberu, Adedamola,Zhang, Pei-Zhi,Zou, Jian-Ping
, p. 5348 - 5354 (2015/05/27)
Air oxidative radical oxysulfurization of alkynes initiated by 0.5 mol % tert-butyl hydroperoxide with arylthiols is described. The reaction proceeded at room temperature in the presence of 5% mol water to afford selective α-thioaldehydes. (Chemical Equation Presented).
CAN- and DDQ-Promoted Oxidation of Alkenyl Sulfides
Capella, Laura,Montevecchi, Pier Carlo,Nanni, Daniele
, p. 7379 - 7382 (2007/10/02)
Vinyl sulfides 1 react with CAN in acetonitrile at room temperature to give radical cations 2A in equilibrium with the thiiranyl radical cations 2B.The reaction products arise from nucleophilic attack of the nitrate counterion at either the sulfur atom of 2A or the trivalent carbon of 2B.The last reaction can proceed through 1,2-shift or displacement of the sulfide moiety.When α-methylenic protons are present in 2B, deprotonation occurs, leading to allyl radicals and, ultimately, to isomeric allyl alcohols.Reactions of 1 with DDQ in acetonitrile afford charge-transfer complexes and then zwitterionic electron-transfer (ET) complexes which can evolve rapidly through intramolecular proton transfer when trans methylenic protons are present.The resulting sulfur-oxygen ?-complexes are responcible for the reaction products mainly through either γ-elimination of DDQH2 or nucleophilic attack at the δ-vinilic carbon followed by displacement of DDQH(1-).
NUCLEOPHILIC SUBSTITUTION AT A SATURATED CARBON ATOM WITH RETENTION OF CONFIGURATION: THE REACTION OF TRANS-2-HALO-3-TERT-BUTYLOXIRANES WITH PHENOLATES
Gasteiger, Johann,Kaufmann, Karlheinz,Herzig, Christian,Bentley, T. William
, p. 4337 - 4340 (2007/10/02)
Whereas reaction of trans-2-chloro or 2-bromo-3-tert-butyloxirane with thiophenolate occurs at C-3 to give 2-phenylmercapto-3,3-dimethylbutanal, phenolates give substitution at C-2 with retention of the oxirane ring and retention of configuration with kin