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Reaction of Trihalo(phenylenedioxy)phosphoranes with Arylacetylenes: VII. Regiochemistry of Reaction 2,2,2-Tribromo-5-halobenzo[d]-[1,3,2λ5]dioxaphospholes with Arylacetylenes

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Abstract

It was for the first time shown that 2,2,2-tribromo- and 2,2-dibromo-2-fluoro-5-halobenzo[d]-[1,3,2λ5]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.

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REFERENCES

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia

    V. F. Mironov, N. M. Azancheev, R. Z. Musin & A. I. Konovalov

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  1. V. F. Mironov
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  2. N. M. Azancheev
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  3. R. Z. Musin
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  4. A. I. Konovalov
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__________

Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 4, 2005, pp. 579–586.

Original Russian Text Copyright © 2005 by Mironov, Azancheev, Musin, Konovalov.

For communication VI, see [1].

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Mironov, V.F., Azancheev, N.M., Musin, R.Z. et al. Reaction of Trihalo(phenylenedioxy)phosphoranes with Arylacetylenes: VII. Regiochemistry of Reaction 2,2,2-Tribromo-5-halobenzo[d]-[1,3,2λ5]dioxaphospholes with Arylacetylenes. Russ J Gen Chem 75, 541–548 (2005). https://doi.org/10.1007/s11176-005-0269-z

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  • DOI: https://doi.org/10.1007/s11176-005-0269-z

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