Copper-Catalyzed Aerobic Formation of Unstable Sulfinyl Radicals for the Synthesis of Sulfinates and Thiosulfonates
Copper-catalyzed aerobic coupling of thiols and alcohols affords sulfinates and thiosulfonates. These products are assumed to form via sulfinyl radicals which are not commonly found in oxidative coupling reactions of thiols. A reaction mechanism involving sulfinyl radicals is proposed, and mass and electron paramagnetic resonance (EPR) experimental results are provided.
In the process according to the invention for the manufacture of an alkanesulphonyl chloride RCH2—SO2Cl by oxidative chlorolysis of the corresponding mercaptan RCH2—SH, the mercaptan and water are introduced into the reaction mixture in the form of a dispersion of water in the mercaptan. This makes it possible to obtain both an alkanesulphonyl chloride of very good quality and a hydrochloric acid of commercial grade.
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Page 3
(2008/06/13)
DIRECT REDUCTION OF SULFONIC ACID TO THE CORRESPONDING THIOL WITH TRIFLUOROACETIC ANHYDRIDE/TETRABUTYLAMMONIUM IODIDE SYSTEM
Arene- and alkane-sulfonic acids were easily reduced to the corresponding thiol derivatives in moderate yields with trifluoroacetic anhidride/tetrabutylammonium iodide mixture at room temperature.
Numata Tatsuo,,Awano Hiroshi,,Oae Shigeru
p. 1235 - 1238
(2007/10/02)
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