139450-84-3Relevant academic research and scientific papers
SYNTHESIS OF THE RACEMIC ALKALOID DIPTOCARPILIDINE
Tolstikov, A. G.,Biktimirova, L. A.,Tolstikova, O. V.,Shmakov, V. S.,Aripova, S. F.,et al.
, p. 225 - 226 (1991)
A convenient approach to the synthesis of the racemic alkaloid diptocarpilidine from the readily available 1-hydroxy-7-thiaoctane has been developed.
Efficient Swern oxidation and Corey-Kim oxidation with ion-supported methyl sulfoxides and methyl sulfides
Tsuchiya, Daisuke,Tabata, Masayuki,Moriyama, Katsuhiko,Togo, Hideo
experimental part, p. 6849 - 6855 (2012/08/28)
The Swern oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfoxides A-1 (C6) and B-1 (C10), and oxalyl chloride in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, gave the corresponding aldehydes and ketones, respectively, in good yields with high purity. Similarly, the Corey-Kim oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfides A-2 (C6) and B-2 (C10), and N-chlorosuccinimide in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, furnished the corresponding aldehydes and ketones, respectively, in good yields with high purity. Both reactions did not produce any unpleasant odor at all. In the Swern oxidation, ion-supported methyl sulfides were recovered in high yields and could be re-oxidized to produce ion-supported methyl sulfoxides A-1 (C6) and B-1 (C10), for reuse in the same oxidation. In the Corey-Kim oxidation, ion-supported methyl sulfides A-2 (C6) and B-2 (C10) were recovered in high yields and could be also reused for the same oxidation.
Swern oxidation of alcohols with ion-supported methyl sulfoxide and oxalyl chloride
Tsuchiya, Daisuke,Moriyama, Katsuhiko,Togo, Hideo
experimental part, p. 2701 - 2704 (2012/01/03)
The oxidation of primary and secondary alcohols with ion-supported methyl sulfoxide and oxalyl chloride in the presence of triethylamine in dichloromethane efficiently proceeded to give the corresponding aldehydes and ketones, respectively, in good yields with high purity. Isolation of the product was achieved very easily by simple diethyl ether extraction of the reaction mixture and subsequent removal of solvent from the extract. The reaction did not produce any unpleasant odor. Furthermore, ion-supported methyl sulfide was recovered in good yield and could be re-oxidized to ion-supported methyl sulfoxide for reuse in the same oxidation. Georg Thieme Verlag Stuttgart · New York.
