111968-94-6

Upstream product

• 17916-30-2 3β-acetoxy-20-hydroxyimino-5-pregnene 
• 882-33-7 diphenyldisulfane 
• 10427-57-3 (3β)-acetoxy-20-hydroxyimino-5-pregnen-(20E)-one 
• 65294-38-4 Acetic acid (3S,8S,9S,10R,13S,14S,17S)-17-(1-imino-ethyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 

Downstream Products

• 1778-02-5 Pregnenolone acetate 

Relevant academic research and scientific papers

The reaction of oximes with tributylphosphine-phenyldisulfide: mechanistic insight and new synthetic possibilities

Reduction of oximes to imines with tributylphosphine-phenyldisulfide reagent proceeds via formation of phenylthioimino intermediates which are subsequently reduced to imines with tributylphosphine in the presence of a proton source. The latter reaction provides the first practical method for conversion of phenylthioimines into ketones.

Reduction of Oximes and Aliphatic Nitro Compounds to Imines for Further in situ Reactions: A Novel Synthesis of Pyrroles and Pyrrolin-2-ones

Tributhylphosphine-diphenyl disulphide is a self-drying reagent capable of reducing ketoximes and secondary aliphatic nitro compounds to the corresponding imines under strictly anhydrous conditions at room temperature.The imine may be hydrolysed to a ketone, acetylated to give an enamide, reduced to an amine , or captured by hydrogen cyanide to produce an α-amino nitrile.In the case of 1,4-nitro ketones or esters, intramolecular cyclisation leads to pyrroles or pyrrolin-2-ones.Aldoximes and primary nitro compounds are converted into nitriles by the reagent.Hydroxamic acids are reduced to the corresponding amides.