Thiophosphinic amides

The resulting alkyl or aryl diethyl phosphates were selectively detected at the 10-25 ng level with the P-mode FPD. Similarly, Jacob et al (36) used dimethyl thiophosphinic chloride in the presence of excess triethylamine to convert primary aliphatic, aromatic and heterocyclic amines to the corresponding N-dimethyl-thiophosphinic amides. The excess reagent was easily removed by treating the reaction mixture with methanol-sodium hydrogen car-... 

Phosphonic mono- and di-amides have been widely examined as substrates in the WEH reaction with the considerable success in the use of their carbanions in the non-stereose-lective synthesis of (j5-hydroxyalkyl)phosphonic diamides the result of decreased elec-trophilicity of the phosphorus atom. The fission of such diamides occurs when they are heated in a high-boiling solvent the separated threo and erythro stereoisomers from, for example, benzylic phosphonic diamides undergo decomposition into ( )- and (Z)-alkenes, respectively, although the exact mechanism is unclear The successful release of alkene from the thiophosphinic amide 175 is possible after methylation to 176 the yields of unsymmetrical disubstituted alkenes are 50 99%, and even for tri- and tetra-substituted alkenes yields of 53-93% are achievable . 

Hence, chalcogenoamidophosphinic acids of general formula R2P(E)NHR (27) can be considered as dichalcogenophosphinic acids with one of the chalcogen atoms replaced by an amido group. These amido species are still normally referred to as acids due to their acidic amide protons. They are accessible from reaction of thiophosphinic chlorides and primary amines (Equation 43) or from reaction of aminophosphines with elemental chalcogen... 

Di-tert.-butyl-thiophosphinsaure-methylamid (8076 Stdn.)1024 Bis- [trifluormethy[ -thiophosphinsaure-amid (18074 Tage)1027 Divinyl-thiophosphinsaure-diethylamid (80715 Min.)1025 Diphenyl-thiophosphins dure-aziridid (8071 Stde.)1"26 Diphenyl-thiophosphinsdure-2-pyridylamid (8071 Stdc.)1026... 

Thiophosphinic A-heteroaromatic amides are alkylated at sulphur by Mel. a-Aminophosphonic esters having a free NH bond have been aminomethylated and phosphonomethylated. They may also be partially or completely O-dealkyl-ated under aprotic conditions by the action of LiBr in pyridine or BBrg in dichloro-... 

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