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
Vf. Mironov et al., 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, PHOSPHOR SU, 146, 1999, pp. 377-380
Citations number
4
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
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 inte
raction of arylenedioxy trihalogenophosphoranes with arylacetylenes. The fo
rmation of phosphoryl group and P-C bond, ipso-substitution of the aromatic
oxygen and halogenation of the benzene ring take place in this unusual rea
ction. The influence of the phosphorane structure on synthetic result is di
scussed. If both para positions at benzene ring of the phosphorane are occu
pated 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.