Polyine, V [1]. Synthese von (1,3-Alkadiinyl)thioether / Polyynes, V [1]. Synthesis of (1,3-Alkadiynyl)thioethers

Michael Barz, Gerhard Himbert
1985 Zeitschrift für Naturforschung. B, A journal of chemical sciences  
Lithium 4-thiobutadiynides, Ethynylation, Diacetylenic Thioethers By the reaction of (3,4,4-trichloro-3-buten-1-ynyl)thioethers 2 or of (pentachloro-1,3-butadienyl)thioethers 4 with the twofold or the threefold equimolar amount of n-butyllithium the corresponding lithium butadiynides 5 are prepared. The treatment of these acetylides 5 with water, with the halides of some organyl groups or with chloral, phenylisocyanate, cyclohexyl-isothiocyanate and water furnishes the (butadiynyl)thioethers 6
more » ... -f and 7 a-c. The reaction of the lithium butadiynide 5 a with cyanogen bromide and morpholine leeds via the bromoacetylene 8 to the (4-morpholinobutadiynyl)phenylthioether 9.
doi:10.1515/znb-1985-0514 fatcat:c5y6semznfb67kvp7tahy7qc2m