27127-09-9Relevant academic research and scientific papers
Lewis acid or alkyl halide promoted rearrangements of phosphor- and phosphinimidates to N,N-disubstituted phosphor- and phosphinamidates
Wilkening, Ina,Del Signore, Giuseppe,Ahlbrecht, Wiebke,Hackenberger, Christian P. R.
, p. 2709 - 2720 (2011/10/18)
In this paper, we describe the synthesis of N,N-disubstituted phosphor- and phosphinamidates via alkyl halide or Lewis acid catalyzed rearrangements of phosphor- or phosphinimidates. Furthermore, we introduce a novel one-pot procedure for the synthesis of N,N-disubstituted phosphoramidates which prevents the isolation of potentially explosive alkyl azide derivatives. In this reaction sequence, several alkyl halides are converted in situ into the corresponding azides and reacted with phosphites to generate phosphorimidates. Final addition of a catalytic amount of Lewis acid to the mixture affords the N,N-disubstituted phosphoramidates in good to excellent overall yields. 1 Introduction 2 Synthesis of N,N-Disubstituted Phosphor- and Phosphinamidates 2.1 Alkyl Halide Catalyzed Rearrangement of Phosphin- and Phosphorimidates 2.2 Lewis Acid Catalyzed Rearrangement of Phosphin- and Phosphorimidates 2.3 One-Pot Procedure for the Formation of N,N-Disubstituted Phosphoramidates from Alkyl Halides 3 Conclusion. Georg Thieme Verlag Stuttgart - New York.
Synthesis and characterizaton of monoaminophosphine, bis(amino)phosphine derivatives, and their metal complexes
Sarioez, Oezlem,Oeznergiz, Sena
experimental part, p. 698 - 703 (2011/09/16)
Functionalized monoaminophosphine of the type Ph2PNR2 (1 and 3) and bis(amino)phosphine of the type PhP(NR2)2 (2) have been synthesized by treating Ph2PCl or PhPCl2 with corresponding amine
Regio- and diastereoselective preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes through dearomatization cyclization of lithiated N-benzyl-N-alkyl(diphenyl)phosphinamides. Synthesis of gamma-(N-alkylamino)phosphinic acids.
Fernandez, Ignacio,Ortiz, Fernando Lopez,Velazquez, Amador Menendez,Granda, Santiago Garcia
, p. 3852 - 3860 (2007/10/03)
A study of the protonation of the cycloadducts derived from the dearomatization reaction of lithiated N-alkyl-N-benzyldiphenylphosphinamides has been carried out. The regio- and stereoselectivity of the process has been analyzed in terms of the size of the N-alkyl substituent, the acidity and size of the protonating reagent, and the cosolvent used. The optimization of these variables allowed the preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes containing a 1,3-cyclohexadiene or 1,4-cyclohexadiene system with moderate to excellent regio- and stereocontrol. The heterocycles were readily hydrolyzed, affording gamma-(N-alkylamino)diphenylphosphinic acids with the functionalities linked to a cyclohexadiene substructure.
REACTION DES LITHIENS AVEC LES ORGANOPHOSPHORES. REACTION D'ADDITION DU t-BUTYLLITHIUM SUR LE NOYAU BENZENIQUE DES SELS DE PHENYLPHOSPHONIUMS
Cristau, H. J.,Coste, J.,Truchon, A.,Christol, H.
, p. C1 - C4 (2007/10/02)
A new reaction of organolithium compounds with phosphonium salts is desciribed; reaction of t-butyllithium with dibenzylaminophosphonium or tetraphenylphosphonium bromides takes place through addition of the t-butyl group on a benzene ring at the position para to the phosphorus atom, the ylid formed reacts in a characteristic Wittig reaction with p-tolylaldehyde.
