The sulfohaloform reaction. The stepwise conversion of dialkyl sulfides into alkanesulfonyl chlorides
Keyword(s):
A thorough examination of the aqueous oxidative chlorination of 1,3,5-trithiane is described. The results are utilized to explore and delineate the scope of a general, stepwise, oxidative cleavage reaction of dialkyl sulfides in which they are successively halogenated and oxidized to α-polychlorosulfoxides; subsequently, these cleave to form sulfinyl chlorides, which hydrolyze and become further oxidized to yield alkanesulfonyl chlorides. The overall stepwise process is named the 'Sulfohaloform reaction' and the structural requirements of the substrates at each step are explored in detail. A practical, general synthesis of sulfonyl chlorides is presented.
Oxidative Cleavage Reaction of 3-Substituted Indoles Catalyzed by CuCl–Pyridine Complex under Oxygen
1981 ◽
Vol 54
(8)
◽
pp. 2369-2373
◽
Keyword(s):
1980 ◽
Vol 28
(2)
◽
pp. 558-566
◽