2325-27-1Relevant articles and documents
Reactivity of N phenyl iminophosphoranes towards ozone: Evidence of trioxo azaphospholane intermediates
El Khatib, Fayez,Bellan, Jacques,Koenig, Max
, p. 391 - 398 (1998)
The ozonation of N-phenyl-iminophosphoranes R3P=NPh 1a-b leads, after the P-N bond breakage, to the corresponding phosphorus oxides 2a-b with the formation of complex adducts 3a-b which precipitate at room temperature. The stoichiometry and the reaction mechanism depend on the nature of substituents R linked to the phosphorus atom. For R=Ph we detected the phosphonium intermediate 5a, whereas for R=OEt the trioxoazaphospholanes 7b-9b were characterized by 31P NMR.
A new synthetic utility of iminophosphoranes. Synthesis of trifluoromethylated enamino and imino esters
Shen, Yanchang,Gao, Shu
, p. 37 - 39 (1996)
A new synthetic utility of iminophosphoranes, including the reaction of iminophosphoranes with trifluoroacetic anhydride and organozinc compounds, to afford trifluoromethylated amino and imino esters is described.
Preparation of 1,2,5-Trisubstituted 1H-Imidazoles from Ketenimines and Propargylic Amines by Silver-Catalyzed or Iodine-Promoted Electrophilic Cyclization Reaction of Alkynes
Zhou, Xiaorong,Jiang, Zheng,Xue, Lexing,Lu, Ping,Wang, Yanguang
supporting information, p. 5789 - 5797 (2015/09/15)
From readily available propargylic amines, 1,2,5-trisubstituted imidazoles are efficiently obtained through a cascade reaction catalyzed by AgOTf or promoted by molecular iodine. The AgOTf-catalyzed reaction involves nucleophilic addition of propargylic amine to ketenimine, a silver-catalyzed electrophilic cyclization reaction of alkyne, and a tautomerism/isomerism/metal-H exchange cascade. The iodine-mediated counterpart yields 5-formyl-1,2-disubtituted imidazoles, which presumably includes a cascade hydrolysis/oxidation reaction. Furthermore, the presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazole can be converted into fused indeno[1,2-d]imidazole. 1,2,5-Trisubstituted imidazoles are efficiently prepared from readily available propargylic amines through a AgOTf-catalyzed or molecular iodine-promoted cascade reaction. The presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazoles can be converted into fused indeno[1,2-d]imidazoles.
Phosphinimine-borane combinations in frustrated Lewis pair chemistry
Jiang, Chunfang,Stephan, Douglas W.
, p. 630 - 637 (2013/02/23)
The phosphinimines Ph3PNR (R = Ph 1, C6F 52, tBu 3) are combined with B(C6F5) 3 in an effort to explore the frustrated Lewis pair (FLP) chemistry. While compound 1 is shown to form an adduc
