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

Citation
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
ISSN journal
10426507 → ACNP
Volume
146
Year of publication
1999
Pages
377 - 380
Database
ISI
SICI code
1042-6507(1999)146:<377:ROPWAS>2.0.ZU;2-W
Abstract
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.