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

Article abstract of DOI:10.1080/10426509908546260

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.

Full text of DOI:10.1080/10426509908546260

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Phosphorus, Sulfur, and
Silicon and the Related
Elements
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Reaction of
Phenylenedioxytrihalogenop
with Arylacetylenes.
Synthesis and Spatial
Structure of the
Derivatives of 2-Oxo-4-
Aryl-5,6-Benzo-1,2-
Oxaphosphorin-2-Enes
Vladimir F. Mironov , Aidar T.
Gubaidullin , Ravil R. Petrov , Igor A.
Litvinov , Alfiya A. Shtyrlina , Tatyana
A. Zyablikova , Nail M. Azancheev ,
Alexander I. Konovalov & Rashid Z. Musin
a A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
b A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
c A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia

d A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
e A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
f A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
g A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
h A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
i A.E. Arbuzov Institute of Organic and
Physical Chemistry , Kazan, 420088,
Russia
Published online: 17 Mar 2008.
To cite this article: Vladimir F. Mironov , Aidar T. Gubaidullin , Ravil R.
Petrov , Igor A. Litvinov , Alfiya A. Shtyrlina , Tatyana A. Zyablikova , Nail
M. Azancheev , Alexander I. Konovalov & Rashid Z. Musin (1999) 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, Phosphorus, Sulfur, and Silicon and the Related
Elements, 144:1, 377-380, DOI: 10.1080/10426509908546260
To link to this article: http://dx.doi.org/10.1080/10426509908546260
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