35453-05-5Relevant articles and documents
Highly chemoselective oxidation of dithioester enethiolates to sulfenates: Application to the synthesis of ketene dithioacetal S-oxides
Sandrinelli, Franck,Fontaine, Gaelle,Perrio, Stephane,Beslin, Pierre
, p. 6916 - 6919 (2004)
Enethiolates derived from dithioesters were efficiently converted into the corresponding vinyl sulfenates by oxidation with a unique N-sulfonyloxaziridine 1a derived from pinacolone. Subsequent alkylation with alkyl halides led to ketene dithioacetal S-oxides in good to excellent yields.
Two-step, practical, and diversity-oriented synthesis of multisubstituted benzofurans from phenols through Pummerer annulation followed by cross-coupling
Murakami, Kei,Yorimitsu, Hideki,Osuka, Atsuhiro
, p. 1349 - 1366 (2015/02/19)
Practical and diversity-oriented synthesis of multisubstituted benzofurans has been accomplished from simple phenols through a Pummerer annulation/cross-coupling sequence. Operationally simple and rapid reactions of phenols with ketene dithioacetal monoxides (KDMs) with the aid of trifluoroacetic anhydride provide the corresponding 2-methylsulfanylbenzo[b]furans. The scope of the reaction encompasses phenols and KDMs having a broad range of substituents. The remaining methylsulfanyl group in the annulation products is converted to various aryl groups through cross-coupling reactions that we improved specially to this end. This two-step approach to multisubstituted benzofurans is powerful enough to synthesize highly fluorescent benzofuran derivatives as well as the naturally occurring Eupomatenoid family.
Practical and scalable syntheses of substituted ketene dithioacetal monoxides
Murakami, Kei,Yorimitsu, Hideki,Osuka, Atsuhiro
, p. 1193 - 1195 (2013/11/19)
Practical syntheses of substituted ketene dithioacetal monoxides (KDMs) from the corresponding aldehydes or ethyl trifluoroacetate are described. Newly developed procedures are scalable and versatile to provide aryl-, alkyl-, and trifluoromethyl-substitut
Acid Catalysed Reactions of Aryl Ketene Dithioacetal S-Oxides: Synthesis of Chloroketene Thioacetals and Thioesters
Hewson, Alan T.,Richardson, Stewart K.,Sharpe, David A.
, p. 2967 - 2970 (2007/10/02)
Aryl ketene dithioacetal S-oxides, on treatment with hydrochloric acid in dichloromethane, give chloroketene thioacetals.The same reaction in the presence of hydrogen sulphide gives S-methyl thioesters.
