6254-02-0Relevant academic research and scientific papers
A general method for the synthesis of O-alkyl N,O'-arylphosphoramidates and its application to the synthesis of a transition state analogue for carbamate hydrolysis
Taylor, Scott D.,Chen, Mei-Jin,Dinaut, A. Nicole,Batey, Robert A.
, p. 4223 - 4242 (2007/10/03)
O-alkyl N,O'-arylphosphoramidates were synthesized by reacting phenol and aniline derivatives with alkyldichlorophosphites to form phosphoramidites followed by oxidation with mCPBA. Selective cleavage of the alkyl group under mild, neutral conditions afforded the corresponding N,O-arylphosphoramidic acids. This methodology was used to synthesize a N,O-arylphosphoramidate transition state analogue for carbamate hydrolysis.
PHOSPHOROUS IN ORGANIC CHEMISTRY. PART II: A NEW METHOD OF PREPARING N-N' DISUBSTITUTED ARYL UREAS USING PHENYL N'-PHENYLPHOSPHORAMIDOAZIDATE REAGENT.
Arrieta, Ana,Palomo, Claudio
, p. 1729 - 1732 (2007/10/02)
N-N' Disubstituted ureas were obtained from carboxylic acids, amines and phenyl N-phenylphosphoramidoazidate in good yields.This procedure constitutes an adequate modified Curtius reaction.
SOLVOLYSIS OF DIPHENYL AMIDOPHOSPHATES IN AQUEOUS ALCOHOLIC MEDIA
Kasparek, Frantisek,Mollin, Jiri
, p. 386 - 396 (2007/10/02)
Influence of substituent on the reaction rate of the alkali-catalyzed solvolysis of the studied compounds set has been followed.The activation entropy has also been determined.The reaction products have been identified, and their concentration ratio has been determined.The reaction selectivity is mostly influenced by sterical effects in the substrate molecule.The results obtained agree with the SN2 mechanism.
