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An efficient synthesis of 2-cyano-2-phenyl-2,11b-dihydro-[1,3]oxazino[2,3-a]isoquinolines by reaction of isoquinoline with electron-deficient acetylenes in the presence of benzoylcyanide

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Abstract

Isoquinoline reacts with electron-deficient acetylenic compounds in the presence of benzoylcyanide to form 2-cyano-2-phenyl-2,11b-dihydro-[1,3]oxazino[2,3-a]isoquinolines in good yields.

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References

  • JF Swinbourne HJ Hunt G Klinkert (1987) Adv Heterocycl Chem 23 103 Occurrence Handle10.1016/S0065-2725(08)60842-9

    Article  Google Scholar 

  • I Hermecz L Vasvari-Debreczy P Matyus (1996) NoChapterTitle AR Katritzky CW Rees EFV Scriven (Eds) Comprehensive Heterocyclic, Chemistry NumberInSeries8 Pergamon Press London 563

    Google Scholar 

  • E Winterfeldt (1967) Angew Chem Int Ed Engl 6 423 Occurrence Handle10.1002/anie.196704231 Occurrence Handle1:CAS:528:DyaF2sXktlaht7o%3D

    Article  CAS  Google Scholar 

  • RM Acheson NF Elmore (1978) Adv Heterocycl Chem 23 263 Occurrence Handle10.1016/S0065-2725(08)60844-2 Occurrence Handle1:CAS:528:DyaE1MXkslCnu7w%3D

    Article  CAS  Google Scholar 

  • M Balasubramanian JG Keay (1996) Pyridines and their benzo derivatives: application AR Katrizky VW Rees EF Scriven (Eds) Comprehensive Heterocyclic Chemistry II NumberInSeries5 Pergamon Oxford 245

    Google Scholar 

  • I Yavari L Moradi (2006) Helv Chim Acta 89 1942 Occurrence Handle10.1002/hlca.200690185 Occurrence Handle1:CAS:528:DC%2BD28XhtFSisbnE

    Article  CAS  Google Scholar 

  • I Yavari H Djahaniani (2006) Tetrahedron Lett 47 1477 Occurrence Handle10.1016/j.tetlet.2005.12.039 Occurrence Handle1:CAS:528:DC%2BD28XoslOktg%3D%3D

    Article  CAS  Google Scholar 

  • I Yavari L Moradi (2006) Tetrahedron Lett 47 1627 Occurrence Handle10.1016/j.tetlet.2005.12.112 Occurrence Handle1:CAS:528:DC%2BD28XhtFGksL0%3D

    Article  CAS  Google Scholar 

  • I Yavari AR Alborzi B Mohtat (2006) Dyes Pigments 68 85 Occurrence Handle10.1016/j.dyepig.2005.01.005 Occurrence Handle1:CAS:528:DC%2BD2MXltlelsbw%3D

    Article  CAS  Google Scholar 

  • I Yavari H Djahaniani (2006) Tetrahedron Lett 47 7491

    Google Scholar 

  • Burnett AMN, Johnson CK (1996) Oak Ridge National Laboratory Report ORNL-6895

  • R Huisgen K Herbig (1965) Liebigs Ann Chem 688 98 Occurrence Handle10.1002/jlac.19656880112 Occurrence Handle1:CAS:528:DyaF28XktVCi

    Article  CAS  Google Scholar 

  • R Huisgen M Morikawa K Herbig E Brunn (1967) Chem Ber 100 1094 Occurrence Handle10.1002/cber.19671000406 Occurrence Handle1:CAS:528:DyaF2sXhtVCqu74%3D

    Article  CAS  Google Scholar 

  • E Winterfeldt (1965) Chem Ber 98 3537 Occurrence Handle10.1002/cber.19650981115 Occurrence Handle1:CAS:528:DyaF28XhtFertg%3D%3D

    Article  CAS  Google Scholar 

  • L Skatteböl ERH Jones MC Whiting (1963) Org Synth Coll 4 792

    Google Scholar 

  • Bowden K, Heilborn IM, Jones ERH, Weedon BCL (1946) J Chem Soc:39

Download references

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Correspondence to Issa Yavari.

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Correspondence: Issa Yavari, Chemistry Department, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran.

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Yavari, I., Hosseini, N. & Moradi, L. An efficient synthesis of 2-cyano-2-phenyl-2,11b-dihydro-[1,3]oxazino[2,3-a]isoquinolines by reaction of isoquinoline with electron-deficient acetylenes in the presence of benzoylcyanide. Monatsh Chem 139, 953–956 (2008). https://doi.org/10.1007/s00706-008-0857-9

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