82572-06-3

Basic information

• Product Name: P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide
• Synonyms: P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide
• CAS NO: 82572-06-3
• Molecular Weight: 319.343
• Mol File: 82572-06-3.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide(CAS DataBase Reference)
• NIST Chemistry Reference: P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide(82572-06-3)
• EPA Substance Registry System: P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide(82572-06-3)

Safety Data

• Hazardous Substances Data: 82572-06-3(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 5994-87-6 diphenylphosphinamide 
• 613-91-2 acetophenone oxime 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 26274-35-1 2,4-diphenylpyridine 
• 1086716-71-3 N-diphenylphosphinoyl-3-amino-2-methyl-3-phenylbutyric acid ethyl ester 
• 67764-56-1 (RS)-N-(1-phenylethyl)-P,P-diphenylphosphinamide 

Relevant articles and documents

Asymmetric Stepwise Reductive Amination of Sulfonamides, Sulfamates, and a Phosphinamide by Nickel Catalysis

Asymmetric reductive amination of poorly nucleophilic sulfonamides was realized in the presence of nickel catalysts and titanium alkoxide. A wide range of ketones, including enolizable ketones and some biaryl ones, were converted into sulfonamides in excellent enantiomeric excess. The cyclization of sulfamates and intermolecular reductive amination of a diarylphosphinamide were also successful. Formic acid was used as a safe and economic surrogate of high-pressure hydrogen gas.

Catalytic Enantio- and Diastereoselective Mannich Addition of TosMIC to Ketimines

Chiral amines bearing a stereocenter in the α position are ubiquitous compounds with many applications in the pharmaceutical and agrochemical sectors, as well as in catalysis. Catalytic asymmetric Mannich additions represent a valuable method to access such compounds in enantioenriched form. This work reports the first enantio- and diastereoselective addition of commercially available p-toluenesulfonylmethyl isocyanide (TosMIC) to ketimines, affording 2-imidazolines bearing two contiguous stereocenters, one of which is fully-substituted, with high yields and excellent stereocontrol. The reaction, catalyzed by silver oxide and a dihydroquinine-derived N,P-ligand, is broad in scope, operationally simple, and scalable. Derivatization of the products provides enantioenriched vicinal diamines, precursors to NHC ligands and sp3-rich heterocyclic scaffolds. Computations are used to understand catalysis and rationalize stereoselectivity.

Bifunctional Iminophosphorane Catalyzed Enantioselective Ketimine Phospha-Mannich Reaction

The enantioselective phospha-Mannich reaction of diethyl phosphite to unactivated N-DPP-protected ketimines catalyzed by a bifunctional iminophosphorane (BIMP) superbase organocatalyst is described. The reaction is applicable to ketimines bearing electron