50413-11-1Relevant articles and documents
A new synthetic approach to thiophenes
Lebedev,Nenajdenko,Balenkova
, p. 2124 - 2128 (2001)
A new simple and efficient way to 3-hydroxy(methoxy)thiophenes is described. The reactions of (ethylsulfanyl)acetyl fluoride/boron trifluoride (1) and 2-(ethylsulfanyl)butanoyl fluoride/boron trifluoride (6) complexes with acetylenes give rise to the 5-membered cyclic sulfonium salts (3a-f). The last ones (3e, 3f) after being refluxed with thiourea in methanol or acetonitrile are converted into 3-methoxythiophenes or 3-(2H)-thiophenones respectively. Several 3-methoxythiophenes unsubstituted in the 2-position were obtained by the reactions of 1 with acetylenes. Reactions of 6 with acetylenes allows the synthesis of 2-ethylsubsituted 3-methoxythiophenes. The method allows the synthesis of a variety of mono-, di-, tri- and tetrasubsituted thiophenes.
Synthesis of cyclic thioethers through tandem C(sp3)-S and C(sp2)-S bond formations from α,β′-dichloro vinyl ketones
Oh, Kyungsoo,Kim, Hyunjung,Cardelli, Francesco,Bwititi, Tamayi,Martynow, Anna M.
, p. 2432 - 2434 (2008/09/19)
(Chemical Equation Presented) The synthesis of 5- to 8-memebered cyclic thioethers 4 has been achieved through a simple two-step sequence. The present methodology utilizes the facile Friedel-Crafts acylation of terminal alkynes 1 with acid chlorides 2 fol