84918-82-1Relevant articles and documents
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.
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.
