4542-25-0Relevant articles and documents
Preparation of 2-(Alkylseleno)benzothiazoles. Direct Incorporation of the Alkyl Group of Alcohols into Benzothiazolylseleno Residue
Shibata, Koichi,Mitsunobu, Oyo
, p. 549 - 552 (1993)
Reaction of alcohols with 2-(1,2-diphenyl-2-oxoethylseleno)benzothiazole in the presence of tributylphosphine gave the corresponding 2-alkylselenobenzothiazoles, where inversion of the secondary carbinol center of the alcohols took place. 1,3-Butanediol r
The Synthesis and Some Reactions of Thiazolidine-2-selones
Cambie, Richard C.,Rutledge, Peter S.,Tan, Vivien Y. Y.,Woodgate, Paul D.
, p. 3655 - 3694 (2007/10/02)
As a route to thiazolidine-2-selones or the tautomeric 2-thiazolines, the reactions of trans-1-iodo-2-isothiocyanatocyclohexane with selenium nucleophiles have been investigated.Sodium hydrogenselenide gives a mixture of the 2-selone (2) and 2-thione (3) while lithium selenide gives mainly the 2-thione (3).With these reagents trans-1-iodo-2-isocyanatocyclohexane gives the corresponding selenazolidin-2-one (5).Treatment of 2-lithiobenzothiazole with N-phenylselenophthalimide or diphenyl diselenide gives 2-phenylselenobenzothiazole, while reaction of the sodium salt of selenobenzothiazole with alkyl or allyl halides affords high yields of 2-alkylseleno- and 2-allylselenobenzothiazoles, respectively.Treatment of 2-decylselenobenzothiazole with either hydrogen peroxide or m-chloroperbenzoic acid leads to low yields of the Pummerer rearrangement product (40). 2-Prop-2'-enylselenobenzothiazole can be used as a transfer reagent in palladium-catalysed allylation of diethyl malonate.Alternative routes to vic-iodoselenocyanates have been investigated.
