volume 50 issue 6 pages 864-887

Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: XIII. Reaction of 5-tert-butyl-2,2,2-trihalo-1,3,2λ5- benzodioxaphospholes with acetylenes

Publication typeJournal Article
Publication date2014-06-01
scimago Q4
wos Q4
SJR0.190
CiteScore1.3
Impact factor0.9
ISSN10704280, 16083393
Organic Chemistry
Abstract
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.
GOST all authors (up to 50) Copy
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.
RIS |
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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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
Cite this
MLA Copy
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.