Phenyl thioborate

Alternate Names phenyl thioborate tris(phenylthio)borane. Physical Data pale yellow solid mp 140-143 °C bp 196°C/0.1mmHg. ... 

Conversion of Esters and a,/9-Unsaturated Esters into Phenylthio Esters. Esters are converted into phenylthio esters by heating with phenyl thioborate in refluxing xylene (140 °C) (eq 1), but the same transformation can be done at room temperature with phenyl thioaluminate. With the aluminum reagent, a, -unsaturated esters give products contaminated with the )S-(phenylthio) ester, but the boron reagent does not suffer from this disadvantage (eq 2). 

Formation of l,3-Bis(phenylthio)alkenes from Aldehydes and Ketones. a nsaturated aldehydes and ketones form 1,3-bis(phenylthio)alkenes on treatment with phenyl thioborate (eq 3). The (phenylthio)alkenes are ) -acyl vinyl anion equivalents (eq 4). 

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