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Trimethylchlorosilane-Catalyzed Intramolecular Cyclization of 2-(2-Benzylideneaminoethyloxy)-1-phenylbenzo[e]-1,3,2-azaoxaphosphorin-4-one

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Abstract

A catalytic effect of trimethylchlorosilane on the intramolecular cyclization of 2-(2-benzylideneaminoethyloxy)-1-phenylbenzo[e]-1,3,2-azaoxaphosphorin-4-one into 3,4-benzo-5,10-diphenyl-1,5-diaza-7-oxabicyclo[4.3.11.6]decane-2,6-dione, formed as two diastereomers in a 1: 1 ratio, was studied.

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References

  1. Orsini, F., Sello, G., and Sisti, M., Curr. Med. Chem., 2010, vol. 17, no. 3, p. 264. doi 10.2174/092986710790149729

    Article  CAS  PubMed  Google Scholar 

  2. Kudzin, Z.H., Kudzin, M.H., Drabowicz, J., and Stevens, C.V., Curr. Org. Chem., 2011, vol. 15, no. 12, p. 2015. doi 10.2174/138527211795703612

    Article  CAS  Google Scholar 

  3. Tušek-Božić, L.J., Curr. Med. Chem., 2013, vol. 20, no. 16, p. 2096. doi 10.2174/0929867311320160004

    Article  PubMed  Google Scholar 

  4. Galkin, V.I. and Cherkasov, R.A., Russ. Chem. Rev., 1998, vol. 67, no. 10, p. 857. doi 10.1070/RC1998v067n10ABEH000421

    Article  Google Scholar 

  5. Zefirov, N.S. and Matveeva, E.D., Arkivoc, 2008, pt. i, p. 1. doi 10.3998/ark.5550190.0009.101

    Google Scholar 

  6. Keglevich, G. and Bálint, E., Molecules, 2012, vol. 17, no. 11, p. 12821. doi 10.3390/molecules171112821

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Tarik, A.E., Arkivoc, 2014, Pt i, p. 21. doi 10.3998/ark.5550190.p008.189

    Google Scholar 

  8. Litvinov, I.A., Mironov, V.F., Gubaidullin, A.T., Konovalova, I.V., Burnaeva, L.M., Konovalov, A.I., Ivkova, G.A., and Kurykin, M.A., Russ. J. Gen. Chem., 1999, vol. 69, no. 5, p. 744.

    CAS  Google Scholar 

  9. Mironov, V.F., Gubaidullin, A.T., Ivkova, G.A., Litvinov, I.A., Buzykin, B.I., Burnaeva, L.M., and Konovalova, I.V., Russ. J. Gen. Chem., 2001, vol. 71, no. 3, p. 420. doi 10.1023/A:1012321421226

    Article  CAS  Google Scholar 

  10. Mironov, V.F., Gubaidullin, A.T., Burnaeva, L.M., Litvinov, I.A., Ivkova, G.A., Romanov, S.V., Zyablikova, T.A., Konovalov, A.I., and Konovalova, I.V., Russ. J. Gen. Chem., 2004, vol. 74, no. 1, p. 32. doi 10.1023/B:RUGC.0000025168.52989.62

    Article  CAS  Google Scholar 

  11. Dimukhametov, M.N., Ivkova, G.A., Mironov, V.F., Onys’ko, P.P., Rassukanaya, Yu.V., and Musin, R.Z., Russ. J. Org. Chem., 2014, vol. 50, no. 4, p. 605. doi 10.1134/S1070428014040290

    Article  CAS  Google Scholar 

  12. Kaboudin, B. and Moradi, K., Synthesis, 2006, no. 14, p. 2339. doi 10.1055/s-2006-942432.

    Article  CAS  Google Scholar 

  13. Pokalwar, R.U., Hangarge, R.V., Madje, B.R., Ware, M.N., and Shingare, M.S., Phosphorus, Sulfur, Silicon, Relat. Elem., 2008, vol. 183, no. 6, p. 1461. doi 10.1080/10426500701681532

    Article  CAS  Google Scholar 

  14. Pokalwar, R.U., Sadaphal, S.A., Kategaonkar, A.H., Shingate, B.B., and Shingare, M.S., Green Chem. Lett. Rev., 2010, vol. 3, no. 1, p. 33. doi 10.1080/17518250903410082

    Article  CAS  Google Scholar 

  15. Kategaonkar, A.H., Pokalwar, R.U., Sonar, S.S., Gawali, V.U., Shingate, B.B., and Shingare, M.S., Eur. J. Med. Chem., 2010, vol. 45, no. 3, p. 1128. doi 10.1016/j.ejmech.2009.12.013

    Article  CAS  PubMed  Google Scholar 

  16. Baccaria, Z., Sanhourya, M.A.K., Croussec, B., and Barhoumi-Slimia, T., Synth. Commun., 2018, vol. 48, no. 10, p. 1199. doi 10.1080/00397911.2018.1439175

    Article  CAS  Google Scholar 

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Correspondence to V. F. Mironov.

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Dedicated to the 110th anniversary of M.I. Kabachnik’s birth

Original Russian Text © M.N. Dimukhametov, G.A. Ivkova, Kh.R. Khayarov, R.Z. Musin, V.F. Mironov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 9, pp. 1570–1572.

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Dimukhametov, M.N., Ivkova, G.A., Khayarov, K.R. et al. Trimethylchlorosilane-Catalyzed Intramolecular Cyclization of 2-(2-Benzylideneaminoethyloxy)-1-phenylbenzo[e]-1,3,2-azaoxaphosphorin-4-one. Russ J Gen Chem 88, 1938–1940 (2018). https://doi.org/10.1134/S1070363218090311

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  • DOI: https://doi.org/10.1134/S1070363218090311

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