Organothio

The reaction of tris(organothio)boranes with nitriles leads to B—S substituted iminoboranes. 1,2-addition of tris(methylthio)borane or tris(phenylthio) borane to trichloroacetonitrile yields the monomeric products (XIV) or (XV)32). 

Dimeric iminoboranes, on the other hand, are formed from fluoroacetonitrile and tris(organothio)boranes ... 

Reactions of tris(organothio)boranes with a-halogenated nitriles are very slow (c.f. (II)). Analogous reactions of tris(organothio)boranes with acetonitrile could not be accomplished. 

Monomeric and dimeric species obtained from the reaction of alkylthio-cyanates with tris(phenylthio)borane have not been isolated in a pure state 32). The reaction of (organothio)dichloroboranes with nitriles as illustrated by... 

The reaction of alkylthiols with halosubstituted dimeric iminoboranes is another route for the preparation of some derivatives discribed in Sect. V. 1., but also leads to dimeric iminoboranes with only one organothio substituent 33). 

Benzimidazole mit S-Atomen in 2-Stellung werden ebenfalls nukleophil substituiert. Eine 2-Organothio-Gruppe lafit sich mit Alkalilauge in Alkoholen entfernen. Hohersiedende Alkohole verbessern die Ausbeute614. 

Thiolat-Anionen greifen 1,3,2-Oxathiazolium-Salze entsprechend Grenzformel III (S. 393) an C-4 an und ergeben neben Disulfanen (80%) wenig stabile (Amino-sulfenyl)-organothio-... 

Die Organothio-Funktion laBt sich anschlieBend mit Raney-Nickel reduktiv entfernen. Entsprechend erhalt man aus 2-Acetamino-acrylsaure-methylester mit Thiophenol (5)-bzw. (R)-Phenylalanin (insgesamt 78%) mit 40% ee1 ... 

AuBer nach den im Bd. XII/2, auf S. 828, beschriebenen Methoden sind S-Organothio-thiophosphorsaure-O.O-diester auf folgende Weise zuganglich ... 

Die Synthese von Thiophosphorsaure-O.O-diester-thioureiden aus den 0,0-Di-ester-isothiocyanaten mit Aminen ist im Bd. XII/2, S. 798, ausreichend belegt. Mit Diami-nosulfanen bzw. Benzolsulfensaure-amiden in z.B. Ligroin entstehen Thiophosphorsau-re-0,0-diester-(N -organothio-ureide) (50—90°/o)441 ... 

Bis[organothio] tellurium derivatives must be stored at temperatures below — 10°. At higher temperatures and in solution they decompose to tellurium and the diorgano disulfane2,3. 

Tellurium tetrachloride and arenethiols in ethanol at — 8° produce bis[arylthio] tellurium compounds and diaryl disulfanes. Tetrakis[organothio] tellurium derivatives are likely intermediates in these reactions1. 

Bis[organothio] tellurium compounds decompose in refluxing chloroform with precipitation of tellurium and formation of diorgano disulfanes2,3. 

Under similar conditions, organothio tellurium compounds prepared from dithiols initially form cyclic disulfanes that may subsequently polymerize1. 

Tellurium tetrathiolates were claimed to be formed from tellurium tetrachloride and stoichiometric amounts of thiols and dithiols at low temperature with ethanol as the reaction medium1. A reinvestigation of these reactions2 showed that tellurium tetrathiolates could not be isolated under these conditions. The products were mixtures of bis[organothio] tellurium and diorgano disulfides (see p. 38). 

From Other Aryl Organothio Tellurium Compounds... 

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