21713-63-3

Upstream product

• 67-56-1 methanol 
• 80918-95-2 N-(2-phenylethyl)-P,P-dibenzylphosphinamide 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 1455-13-6 deuteromethanol 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 13238-16-9 dibenzylphosphine oxide 
• 7705-63-7 1-(bromomethyl)-4-(phenylsulfonyl)benzene 
• 17201-43-3 4-cyanobenzyl bromide 
• 13398-28-2 1-Brom-2,2-diphenylcyclopropancarbonsaeure-methylester 
• 1940-57-4 9H-fluoren-9-yl bromide 
• 74-88-4 methyl iodide 
• 7369-51-9 dibenzylphosphinic acid 
• 100-39-0 benzyl bromide 
• 7650-89-7 tribenzylphosphine 

Downstream Products

• 1145993-98-1 ((E)-1,2-Diphenyl-vinyl)-phosphonic acid dimethyl ester 
• 36043-90-0 meso-Methyl-α,α'-dibromdibenzylphosphinat 

Relevant academic research and scientific papers

A phosphoryl radical-initiated Atherton-Todd-type reaction under open air

A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, phosphinic amides, and phosphoramidates in up to 99% yield with a broad substrate scope under very mild conditions (48 examples).

Electrochemical Dehydrogenative Phosphorylation of Alcohols for the Synthesis of Organophosphinates

An eco-friendly and efficient method for the synthesis of organophosphinates via an electrochemical cross-dehydrogenative-coupling reaction between alcohols and secondary phosphine oxides has been developed. This electrochemical reaction was conducted at

Reactivity of the acids of trivalent phosphorus and their derivatives. Part IX. The > P-O- and > p-s- nucleophiles in the reactions of halophilic substitution

The reaction of the > P-Y- (Y = O; S) nucleophiles with the compounds possessing a C-Br bond and electron-withdrawing groups is described. The isolation of the products derived from dialkyl bromophosphates, the results of the 31P NMR studies, as well as the isolation of bromothiophosphate from the reaction mixture of > P-S- nucleophile and methyl α-bromocarboxylate, are further evidence for halophilic substitution as the principal process in the X-philic substitution/SET tandem mechanism operating in the reaction of these phosphorus nucleophiles with the bromoderivatives possessing electron-withdrawing groups.

Reactivity of the acids of trivalent phosphorus and their derivatives. Part VI. The reaction of the >P-O- anions with benzyl bromides para-substituted in the phenyl ring

The reaction of p-substituted benzyl bromides with the >P-O- ions in THF, alcohols and toluene as the solvents is described. According to the reduction potential of the p-substituted benzyl bromides and the solvent used the formation of the P-C bond, debromination and/or dimerization occur. The principal process is believed to be X-philic substitution, the dimers are formed through a secondary process via SET from the p-substituted benzyl anions into the p-substituted benzyl bromides.

Reactions of 7-methoxyimino-4-methylchromene-2,8-dione with phosphines. Preparation of N-substituted 7-amino-8-hydroxy-4-methyl-2H-[1]-benzopyran-2-ones

7-Methoxyimino-4-methylchromene-2,8-dione 2 reacts with triarylphosphines 1(a-d) to give the unexpected 7-arylomino-8-hydroxy-4-methyl-2H-[1]-benzopyran-2-ones 7(a-d) and methyl diarylphosphinates 8(a-d) in high yields. The reaction of 2 with trialkylphosphines 1(e,f) as well as with diphenylphosphine 15 leads to the formation of the N-dialkylphosphinoyl derivatives 11, 12, 14 and the N-diphenylphosphinoyl derivative 19, along with compounds 7(e,f). The methylation of compounds 7a, 7f, 11 and 19 is also studied and reaction mechanisms to explain the formation of the products obtained are suggested.

REACTIVITY OF THE ACIDS OF TRIVALENT PHOSPHORUS AND THEUR DERIVATIVES. PART II. THE REACTION OF TRIVALENT PHOSPHORUS ACID SALTS WITH THE BENZYLIC HALIDES SYSTEM

The reaction of the benzylic halides systems with sodium dialkylphosphites as well as the sodium salt of dibenzylphosphine oxide in THF and alcohols as the solvents is described.According to the constitution of the starting materials, the formation of the P-C bond, dehalogenation or dimerization occurs.Probable mechanisms namely SET and X-philic substitution are discussed.Key words: Benzylic halides system, dialkylphosphites, dibenzylphosphine oxide, Michaelis-Becker reaction, X-philic substitution.

Evaluation of Phosphinic Acid Derivatives as Reagents For Amine Protection in Peptide Synthesis

The results of a kinetic study of the acid-catalysed methanolysis of a series of N-(2-phenyl-ethyl)phosphinamides incorporating selected substituents on phosphorus have been evaluated in order to define the optimum reagent and conditions for amine protection of α-amino acids during peptide synthesis.