Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes
Тип публикации: Journal Article
Дата публикации: 2014-06-01
scimago Q4
wos Q4
БС3
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Краткое описание
Reactions of 5-tert-butyl-2,2,2-trichloro-, 2,2,2-tribromo-5-tert-butyl-, and 2,2-dibromo-5-tert-butyl-2-fluoro-1,3,2λ5-benzodioxaphospholes with aryl- and alkylacetylenes lead to quantitative formation of 2-halo-1,2λ5-benzoxaphosphinine 2-oxides which may be regarded as phosphorus analogs of natural heterocyclic compounds, coumarin and chromene. The major products (>70%) are 4-aryl-7-tert-butyl-2,6-dichloro-, 4-aryl-2-bromo-7-tert-butyl-, and 4-aryl-7-tert-butyl-2-fluoro-1,2λ5-benzoxaphosphinine 2-oxides. Hydrolysis of these compounds and their treatment with amines gives the corresponding 2-hydroxy and 2-amino derivatives, as well as ammonium salts. The structure of some compounds was proved by X-ray analysis.
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Mironov V. F. et al. Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes // Russian Journal of Organic Chemistry. 2014. Vol. 50. No. 6. pp. 864-887.
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Mironov V. F., Nemtarev A. V., Varaksina E. N., Shtyrlina A. A., Gubaidullin A., Litvinov I. A., Dobrynin A. B. Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes // Russian Journal of Organic Chemistry. 2014. Vol. 50. No. 6. pp. 864-887.
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TY - JOUR
DO - 10.1134/S1070428014060190
UR - https://doi.org/10.1134/S1070428014060190
TI - Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes
T2 - Russian Journal of Organic Chemistry
AU - Mironov, V F
AU - Nemtarev, A V
AU - Varaksina, E N
AU - Shtyrlina, A A
AU - Gubaidullin, A.T.
AU - Litvinov, I A
AU - Dobrynin, A B
PY - 2014
DA - 2014/06/01
PB - Pleiades Publishing
SP - 864-887
IS - 6
VL - 50
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2014_Mironov,
author = {V F Mironov and A V Nemtarev and E N Varaksina and A A Shtyrlina and A.T. Gubaidullin and I A Litvinov and A B Dobrynin},
title = {Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes},
journal = {Russian Journal of Organic Chemistry},
year = {2014},
volume = {50},
publisher = {Pleiades Publishing},
month = {jun},
url = {https://doi.org/10.1134/S1070428014060190},
number = {6},
pages = {864--887},
doi = {10.1134/S1070428014060190}
}
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Mironov, V. F., et al. “Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes.” Russian Journal of Organic Chemistry, vol. 50, no. 6, Jun. 2014, pp. 864-887. https://doi.org/10.1134/S1070428014060190.