Thiazoline-2-thione, derivatives, preparation

R1sCH-COgEt,R2=H,X=S) can also be prepared by dehydration of (145 54. Addition of alkynes R1C=CR2(R1=COOMe,COOEt,Ph,R2=COOMe, C00Et,CH0) to the iron complexes (146 R=Me,Ph) gives the interesting iron derivatives(147), which with excess Sg afford the 1,3-thiazolin-2-thiones (144 X=S)155. 

Atropisomeric thioureas were assayed in organocatalyzed enantiose-lective cyanosilylation of aldehydes (06TA999). 3-(2-Aminophenyl)-4-methyl-thiazoline-2-thione (397e) was the starting material to prepare a series of bis-(N-aryl) atropisomeric triads such as l,2-bis-[4-methyl-2-(thi) oxo-2,3-dihydrothiazol-3-yl] -benzene (09CFH160). 2-Arylimino-3-arylthia-zoline derivatives showed atropisomerism (02ARK(x)72, 08JOC403). 

Abstract The high synthetic versatiUty exhibited by the isothiocyanato motif has allowed its use as a building block in the preparation of a plethora of derivatives. When present in carbohydrates, the strong electrophilicity shown by isothiocyanates, together with the possibility of undergoing cycloaddition reactions has made it possible to access a broad spectrum of heterocyclic compounds, of either synthetic or pharmaceutical interest. Among them, noteworthy are 1,3-oxazolidine- and l,3-oxazinane-2-thiones (cyclic thiocarbamates), 2-amino-2-oxazolines (cyclic isoureas), 2-amino-2-thiazolines (cyclic isothioureas), nucleosides, and spironucleosides. 

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