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Mendeleev Communications, 2006, Volume 16, Issue 6, Pages 320–323
DOI: https://doi.org/10.1070/MC2006v016n06ABEH002414
(Mi mendc3642)
 

This article is cited in 19 scientific papers (total in 19 papers)

A new approach to the synthesis of phosphoranes based on the reaction of benzo[d]-1,3,2-dioxaphospholes having a β- or γ-carbonyl group in exocyclic substituent with hexafluoroacetone

L. M. Abdrakhmanova, V. F. Mironov, T. A. Baronova, M. N. Dimukhametov, D. B. Krivolapov, I. A. Litvinov, A. A. Balandina, Sh. K. Latypov, A. I. Konovalov

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
Abstract: The reaction of 2-(2-oxo-1,2-diphenylethoxy)- and 2-(1-methyl-3-oxobut-2-en-1-yloxy)benzo[d]-1,3,2-dioxaphospholes with hexafluoroacetone is a versatile approach to the synthesis of 6,6-bis(trifluoromethyl)-3,4-diphenyl-1,1-phenylenedioxy- 1-phospha-2,5,7-trioxabicyclo[2.2.1]heptane and 3,5-dimethyl-7,7-bis(trifluoromethyl)-1,1-phenylenedioxy-1-phospha-2,6,8-trioxabicyclo[2.2.1]oct-3-ene, respectively, in high yields
Document Type: Article
Language: English


Citation: L. M. Abdrakhmanova, V. F. Mironov, T. A. Baronova, M. N. Dimukhametov, D. B. Krivolapov, I. A. Litvinov, A. A. Balandina, Sh. K. Latypov, A. I. Konovalov, “A new approach to the synthesis of phosphoranes based on the reaction of benzo[d]-1,3,2-dioxaphospholes having a β- or γ-carbonyl group in exocyclic substituent with hexafluoroacetone”, Mendeleev Commun., 16:6 (2006), 320–323
Linking options:
  • https://www.mathnet.ru/eng/mendc3642
  • https://www.mathnet.ru/eng/mendc/v16/i6/p320
  • This publication is cited in the following 19 articles:
    1. V. F. Mironov, M. N. Dimukhametov, Ya. S. Blinova, F. Kh. Karataeva, “Simultaneous Formation of Cage and Spirane Pentaalkoxyphosphoranes in Reaction of 5,5-Dimethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphosphorinane with Hexafluoroacetone”, Russ J Gen Chem, 90:11 (2020), 2080  crossref
    2. V. F. Mironov, T. A. Baronova, M. N. Dimukhametov, R. R. Fayzullin, I. A. Litvinov, “The reaction of 4-(1,3,2-benzodioxaphosphol-2-yloxy)-3-tert-butylpent-4-en-2-one with hexafluoroacetone”, Mendeleev Commun., 29:5 (2019), 506–508  mathnet  crossref
    3. Nadezhda R. Khasiyatullina, Vladimir F. Mironov, Dmitry B. Krivolapov, Ekaterina V. Mironova, Oleg I. Gnezdilov, “Synthesis, crystal structure and hydrolysis of novel isomeric cage (P–C/P–O)-phosphoranes on the basis of 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane and hexafluoroacetone”, RSC Adv., 6:89 (2016), 85745  crossref
    4. V. F. Mironov, M. N. Dimukhametov, S. V. Efimov, F. Kh. Karataeva, V. V. Klochkov, “Reaction of 4,5-dimethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane with hexafluoroacetone: formation of isomeric caged phosphoranes with phosphorus–carbon and phosphorus–oxygen bonds”, Russ Chem Bull, 64:10 (2015), 2517  crossref
    5. V. F. Mironov, M. N. Dimukhametov, E. V. Mironova, D. B. Krivolapov, L. M. Abdrakhmanova, “Caged C-P phosphoranes based on 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes and diethyl mesoxalate”, Russ J Gen Chem, 85:2 (2015), 441  crossref
    6. Mudaris Dimukhametov, Vladimir Mironov, Dmitry Krivolapov, Ekaterina Mironova, Islam Aksunov, “Reactions of 2-(2-Arylidenaminoaryloxy)Areno-1,3,2-Dioxaphosphole with Trifluoropyruvic and Mesoxalic Ethyl Esters. Synthesis of Cage Phosphoranes with the P–C and P–N Bonds”, Phosphorus, Sulfur, and Silicon and the Related Elements, 190:5-6 (2015), 939  crossref
    7. V. F. Mironov, T. A. Baronova, E. V. Mironova, M. N. Dimukhametov, D. B. Krivolapov, L. M. Abdrakhmanova, “Synthesis and steric structure of 3′,3′,5′-trimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]octane] and 3′,5′-dimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]oct[3]ene]”, Russ J Org Chem, 51:3 (2015), 401  crossref
    8. V. F. Mironov, M. N. Dimukhametov, E. V. Mironova, D. B. Krivolapov, G. A. Ivkova, L. M. Abdrakhmanova, “Caged phosphorane with P-C bond based on chloral and 4,5-dimethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane”, Russ J Gen Chem, 85:2 (2015), 450  crossref
    9. Arturo Espinosa, Liliya Abdrakhmanova, Rainer Streubel, “Theoretical Study on Novel Mixed Valence, P‐H Functional P‐Ligands, and Their Tautomerization”, Heteroatom Chemistry, 25:6 (2014), 651  crossref
    10. M. N. Dimukhametov, V. F. Mironov, D. B. Krivolapov, E. V. Mironova, R. Z. Musin, “Formation of the cage-like phosphoranes with the P-C and P-N bonds in the reactions of 2-(2-benzylidenamino)phenoxy-4-tert-butylbenzo-1,3,2-dioxaphosphol with ethyl mesoxalate and ethyl trifluoropyruvate”, Russ Chem Bull, 62:4 (2013), 1091  crossref
    11. Vladimir Mironov, Mudaris Dimukhametov, Nataliya Belova, Dmitry Krivolapov, Igor Litvinov, “A New Approach to the Synthesis of Spirophosphoranes on the Basis of Spontaneous Rearrangement of O,O′-Bis(2-Iminophenyl) Arylphosphonites”, Phosphorus, Sulfur, and Silicon and the Related Elements, 188:1-3 (2013), 171  crossref
    12. Ya. Ya. Khomutnik, P. P. Onys'ko, Yu. V. Rassukanaya, A. G. Vlasenko, A. N. Chernega, V. S. Brovarets, S. G. Pil'o, A. D. Sinitsa, “Trichloropyruvate N-acylimines. Reactions with phosphorus nucleophiles”, Russ J Gen Chem, 82:6 (2012), 1058  crossref
    13. M. N. Dimukhametov, V. F. Mironov, D. B. Krivolapov, I. A. Litvinov, R. Z. Musin, “Rearrangement of O,O'-bis(2-benzylideneaminophenyl) phenylphosphonite into 1,6,7-triphenyl-3,4:9,10-dibenzo-2,11-dioxa-5,8-diaza-1-phosphatricyclo[6.3.0.01,5]undeca-3,9-diene”, Mendeleev Commun., 22:2 (2012), 98–100  mathnet  crossref
    14. L. M. Abdrakhmanova, V. F. Mironov, T. P. Gryaznova, S. A. Katsyuba, M. N. Dimukhametov, “The Molecular Design of “Carcass”-Type Phosphoranes, Based on the Reaction of P(III)-Cyclic Derivatives and Unsaturated Activated Compounds”, Phosphorus, Sulfur, and Silicon and the Related Elements, 186:4 (2011), 652  crossref
    15. V. F. Mironov, Yu. Yu. Borisova, L. M. Burnaeva, A. T. Gubaidullin, A. B. Dobrynin, I. A. Litvinov, R. Z. Musin, I. V. Konovalova, “Reaction of 5-oxo-2-phenyl-4,4-bis(trifluoromethyl)-4,5-dihydro-1,3,2-benzodioxaphosphepine with chloral. The synthesis and spatial structure of 5-carbaphosphatrane containing a four-membered ring”, Russ Chem Bull, 59:4 (2010), 820  crossref
    16. V. F. Mironov, Yu. Yu. Borisova, L. M. Burnaeva, D. B. Krivolapov, I. A. Litvinov, V. V. Zverev, R. Z. Musin, I. V. Konovalova, “An unusual cascade reaction of 4,5-dihydro-4,4-bis(trifluoromethyl)-2-phenyl-6,7-(4-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one with chloral”, Mendeleev Commun., 20:1 (2010), 44–46  mathnet  crossref
    17. L. M. Abdrakhmanova, V. F. Mironov, M. N. Dimukhametov, D. B. Krivolapov, I. A. Litvinov, “Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds”, Mendeleev Commun., 20:1 (2010), 41–43  mathnet  crossref
    18. V. F. Mironov, L. M. Abdrakhmanova, M. N. Dimukhametov, L. M. Burnaeva, Yu. Yu. Kotorova, I. V. Konovalova, “A New Approach to The Synthesis of Phosphoranes Based on the Reaction of Benzo[d]-1,3,2-Dioxaphospholes, Having β- or γ-Unsaturated Group in a Substituent, with Compounds Containing Multiple Bonds”, Phosphorus, Sulfur, and Silicon and the Related Elements, 183:2-3 (2008), 425  crossref
    19. L. M. Abdrakhmanova, V. F. Mironov, T. A. Baronova, M. N. Dimukhametov, D. B. Krivolapov, I. A. Litvinov, R. Z. Musin, A. I. Konovalov, “Synthesis of spirophosphoranes containing a phosphorus–carbon bond using the reactions of substituted benzo[d]-1,3,2-dioxaphospholes with diethyl acetylenedicarboxylate”, Mendeleev Commun., 17:5 (2007), 284–286  mathnet  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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