193554-95-9Relevant academic research and scientific papers
The structure of products of reaction of o-phenylenedioxytrichlorophosphorane with arylacetylenes
Mironov,Zyablikova,Konovalova,Khanipova,Musin
, p. 355 - 357 (1997)
The products of reaction of o-phenylenedioxytrichlorophosphorane with arylacetylenes were identified as 4-aryl-2-chloro-2-oxo-5,6-(4-chlorobenzo)phosphorin-3-enes using 1H, 13C, 31P NMR, and IR spectroscopy and high-resolu
Reaction of phenylenedioxytrihalophosphoranes with arylacetylenes: II.1 Synthesis and steric structure of 6,7-dihalo-2-hydroxy-2-oxo-4-phenylbenzo[e]-1,2λ5-oxaphosphori n-3-enes
Mironov,Litvinov,Shtyrlina,Gubaidullin,Petrov,Konovalov,Azancheev,Musin
, p. 1046 - 1061 (2007/10/03)
High-resolution mass spectrometry and NMR and IR spectroscopy were used to show that the products of reaction of 2,2,2,5-tetrachlorobenzo[d]-1,3,2λ5-dioxaphosphole and 5-bromo-2,2,2-trichlorobenzo-[d]-1,3,2λ5-dioxaphosphole with phenyl- and para-bromophenylacetylenes are trihalogenated six-membered heterocycles, 2,6,7-trichloro-2-oxo-4-phenylbenzo[e]- and 4-aryl-7-bromo-2,6-dichloro-2-oxobenzo[e]-1,2λ5-oxaphosphorin- 3-enes. The steric structure of the 2-hydroxy derivatives formed by hydrolysis of the latter was studied by X-ray diffraction.
Reaction of phenylenedioxytrihalogenophosphoranes with arylacetylenes. Synthesis and spatial structure of the derivatives of 2-oxo-4-aryl-5,6-benzo-1,2-oxaphosphorin-2-enes
Mironov, Vladimir F.,Gubaidullin, Aidar T.,Petrov, Ravil R.,Litvinov, Igor A.,Shtyrlina, Alfiya A.,Zyablikova, Tatyana A.,Azancheev, Nail M.,Konovalov, Alexander I.,Musin, Rashid Z.
, p. 377 - 380 (2007/10/03)
New method of synthesis of six-membered heterocycles - 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes has been developed. It includes the interaction of arylenedioxy trihalogenophosphoranes with arylacetylenes. The formation of phosphoryl group and P-C bond, ipso-substitution of the aromatic oxygen and halogenation of the benzene ring take place in this unusual reaction. The influence of the phosphorane structure on synthetic result is discussed. If both para positions at benzene ring of the phosphorane are occupated by halogens, the evolving of halogen molecule occurs. The structures of 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes are determined by X-ray analysis.
Reactions of Phenylenedioxytrihalophosphoranes with Arylacetylenes: I. Synthesis and Steric Structure of 2H-Benzo[e][1,2]oxaphosphorin-3-ene Derivatives
Mironov,Konovalov,Litvinov,Gubaidullin,Petrov,Shtyrlina,Zyablikova,Musin,Azancheev,Il'yasov
, p. 1414 - 1442 (2007/10/03)
Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes yield 2-halo-4-aryl-2H-benzo[e][1,2]oxaphosphorin-3-ene 2-oxides. Formation of the P-C bond and phosphoryl group is accompanied by ipso substitution of the oxygen atom in the benzodioxaphospholane fragment and halogenation of this fragment at the position para relative to the remaining oxygen atom.
