Reaction of trihalo(phenylenedioxy)phosphoranes with arylacetylenes: VII. Regiochemistry of reaction 2,2,2-tribromo-5-halobenzo[d][1,3,2 lambda(5)]dioxaphospholes with arylacetylenes

It was for the first time shown that 2,2,2-tribromo- and 2,2-dibromo-2-fluoro-5-halobenzo[d]-[1,3,2 lambda(5)]dioxaphospholes react with arylacetylenes with preferential formation of heterocycles monohalogenated in the benzo fragment, viz. 4-aryl-2-bromo(fluoro)-7-halobenzo[e][1,2]oxaphosphinines. T...

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Published inRussian journal of general chemistry Vol. 75; no. 4; pp. 541 - 548
Main Authors Mironov, VF, Azancheev, NM, Musin, RZ, Konovalov, AI
Format Journal Article
LanguageEnglish
Published NEW YORK MAIK NAUKA/INTERPERIODICA 01.04.2005
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:It was for the first time shown that 2,2,2-tribromo- and 2,2-dibromo-2-fluoro-5-halobenzo[d]-[1,3,2 lambda(5)]dioxaphospholes react with arylacetylenes with preferential formation of heterocycles monohalogenated in the benzo fragment, viz. 4-aryl-2-bromo(fluoro)-7-halobenzo[e][1,2]oxaphosphinines. Their structure was established by NMR spectroscopy. By varying in such a way the nature of the halogen at the phosphorus atom one can obtain 6- or 7-halo-substituted regioisomers of benzo[e][1,2]oxaphosphinines.
ISSN:1070-3632
1608-3350
DOI:10.1007/s11176-005-0269-z