34932-10-0

Upstream product

• 103148-91-0 <(Diphenylcarbamoyl)methyl>triphenylphosphoniumchlorid 
• 122-39-4 diphenylamine 
• 73818-55-0 Bestmann ylide 
• 5428-43-3 2-chloro-N,N-diphenylacetamide 
• 83-01-2 diphenylcarbamic chloride 
• 19493-09-5 Methylenetriphenylphosphorane 

Downstream Products

• 82390-61-2 N,N-diphenylbuta-2,3-dienamide 
• 121525-32-4 N,N,4,4-Tetraphenyl-2,3-butadienamid 
• 791-28-6 Triphenylphosphine oxide 
• 104438-91-7 3-Oxo-N,2-diphenyl-2-azatricyclo<5.2.2.0^1,5>undeca-4,8,10-trien-4-carboxamid 
• 104438-86-0 N,N,N'-Triphenyl-vinylidenmalondiamid 
• 104438-85-9 N'-tert-Butyl-N,N-diphenyl-vinylidenmalondiamid 
• 121525-44-8 4-(Diphenylmethyl)-1-phenyl-2(1H)-chinolinon 
• 104438-80-4 N,N,N'-Triphenyl(triphenylphosphoranyliden)malondiamid 

Relevant academic research and scientific papers

γ-Substituted Allenic Amides in the Phosphine-Catalyzed Enantioselective Higher Order Cycloaddition with Azaheptafulvenes

Racemic γ-substituted allenes undergo enantioselective higher order [8 + 2]-cycloaddition with azaheptafulvenes using a chiral amino acid derived amidophosphine as catalyst, providing the corresponding azaazulenoid cycloadducts with excellent levels of regio-, diastereo-, and enantioselectivities. In this reaction, the activated allylic phosphonium ylide intermediate participates as the C2-component of the reaction, in contrast to the conventional reactivity of this type of zwitterionic intermediates as C3-components in cycloaddition reactions.

The reaction of ketenylidenetriphenylphosphorane (Ph 3PCCO) with acidic HE (EO, N) Bonds

The reactivity of ketenylidenetriphenylphosphorane (1) with the protic reagents 2,4,6-trimethylphenol (7), 2,6-di-tert-butyl-4-methylphenol (8), and diphenylamine (9) has been explored. Three novel carbonyl-stabilized ylides have been synthesized and characterized. Crystal structures were obtained for Ph3PCHC(O)O(C6H2Me3) (11), Ph3PCHC(O)O(C6H2t-Bu2Me) (12), and Ph3PCHC(O)NPh2 (13), respectively. These products were then methylated in an attempt to develop a new route to low-valent carbon compounds. Crystals of [Ph3PCH(CH3)C(O) O(C6H2Me3)]I (14) were isolated and characterized but this route did not prove to be synthetically useful, at least toward the goal of preparing low-valent carbon-centered materials. Finally, 1 was also reacted with the bulky tin reagent, bis[bis(trimethylsilyl)amido]tin(II), in the presence of 2,4,6-trimethylphenol. A complex mixture of products was obtained, from which crystals of an unusual chelated tin compound (15) were isolated and characterized using X-ray crystallography.

Cycloadditions, 9: Intramolecular Diels-Alder Reaction of Allenecarboxanilides; Incorporation of the Amide Nitrogen Atom in Benzo- and Dibenzo-condensated Five-, Six-, and Seven-membered Rings

The allenecarboxanilides 6a-f, the amide nitrogen atom of which is part of a benzo-condensated five-, six-, or seven-membered ring, are synthesized via phosphorus ylides.Thermolysis of 6 in refluxing xylene induces the intramolecular Diels-Alder reaction only in those cases, where the heterocycle is six- or seven-membered.The allenecarboxamide 6b with the six-membered ring bearing only one benzene nucleus in addition furnishes the quinoline derivatives 9 and 10 as main products, while in the case of the allenecarboxamides 6a,c possessing a five-membered heterocycle no reaction takes place whatever.It is tried to explain this different thermolytic behaviour by taking into consideration the spatial arrangement of the two reacting ?-systems (allene and arene) determined by the structure.

Ethynylphosphonium Salts, 2. A New Method for the Preparation of Ethynyltriphenylphosphonium Salts

The reaction between substituted (benzoylmethylene)- and (carbamoylmethylene)triphenylphosphoranes and the adduct of bromine to triphenylphosphane in the presence of triethylamine gives rise to the formation of (phenylethynyl)- resp. (aminoethynyl)triphen