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Regioselective synthesis of 4-aryl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones

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Abstract

The condensation of binucleophilic 3-amino-1-arylimino-1H-isoindoles with bifunctional 1-chloro-benzylisocyanates occurs regioselectively resulting in 3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-one derivatives. The structures of the synthesized compounds were unambiguously established by NOE experiments.

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References

  • H Spreitzer S Mustafa (1991) Pharmazie 20 83 Occurrence Handle1:CAS:528:DyaK3MXhvFyqs7g%3D

    CAS  Google Scholar 

  • Ahrens H, Dietrich H, Minn K, Auler T, Bieringer H, Hills M, Kehne H, Menne H (2004) Pat US 2004157739

  • Kudis S, Plath P, Misslitz Ul, Menges M, Witschel M, Walter H, Zagar C (2001) Pat WO 2001092236

  • K Grossmann S Tresch P Plath (2001) Biosciences 56 559 Occurrence Handle1:CAS:528:DC%2BD3MXls1Wmtrg%3D

    CAS  Google Scholar 

  • Titkov VA, Leina TF (1969) Pat SU 214537

  • Titkov VA, Pletnev ID, Torocheshnikova LV, Leina TF (1966) Pat DE 1221385

  • H Roth D Schwarz (1973) Archiv der Pharmazie 306 821 Occurrence Handle10.1002/ardp.19733061105 Occurrence Handle1:CAS:528:DyaE2cXntVKgtw%3D%3D

    Article  CAS  Google Scholar 

  • MV Vovk YaG Balion IG Krainikova LI Samarai (1995) Ukr Khim Jurn (Ukr Ed) 61 63 Occurrence Handle1:CAS:528:DyaK28Xls12qsLk%3D

    CAS  Google Scholar 

  • AV Biitseva OV Gordienko MYu Kornilov VA Sukach MV Vovk OV Shishkin VV D’yakonenko (2007) Russ J Org Chem 43 263 Occurrence Handle10.1134/S1070428007020182 Occurrence Handle1:CAS:528:DC%2BD2sXjvFansbg%3D

    Article  CAS  Google Scholar 

  • VI Gorbatenko LI Samarai (1980) Synthesis 2 85 Occurrence Handle10.1055/s-1980-28930

    Article  Google Scholar 

  • VA Sukach NG Chubaruk MV Vovk (2007) Russ J Org Chem 43 553 Occurrence Handle10.1134/S1070428007040112 Occurrence Handle1:CAS:528:DC%2BD2sXlt1KnurY%3D

    Article  CAS  Google Scholar 

  • MV Vovk VA Sukach NG Chubaruk AN Chernega AV Bol’but (2007) Russ J Org Chem 43 256 Occurrence Handle10.1134/S1070428007020170 Occurrence Handle1:CAS:528:DC%2BD2sXjvFansbs%3D

    Article  CAS  Google Scholar 

  • MYu Kornilov VP Makovetsky (1974) Dokl Akad Nauk UkrSSR, Ser B (Ukr Ed) 11 1013

    Google Scholar 

  • HB Bürgi DJ Dunitz (1994) Structure Correlation NumberInSeries2 VCH Verlagsgesellschaft Weinheim 741

    Google Scholar 

  • OV Shishkin EV Kudrik MK Islyakin AV Lyubimtsev SA Siling (1998) Russ Chem Bull 47 327 Occurrence Handle10.1007/BF02498960 Occurrence Handle1:CAS:528:DyaK1cXislamurw%3D

    Article  CAS  Google Scholar 

  • OV Hordiyenko AV Biitseva MYu Kornilov N Brosse A Hocquet B Jamart-Grégoire OV Shishkin RI Zubatyuk (2006) Eur J Org Chem 12 2833 Occurrence Handle10.1002/ejoc.200600063 Occurrence Handle1:CAS:528:DC%2BD28Xms1Wrsb0%3D

    Article  CAS  Google Scholar 

  • L Spiessens M Anteunis (1988) Bull Soc Chim Belg 97 431 Occurrence Handle1:CAS:528:DyaL1MXhtFCitb8%3D Occurrence Handle10.1002/bscb.19880970604

    Article  CAS  Google Scholar 

  • VA Sukach AV Bol’but AD Sinitsa MV Vovk (2006) Synlett 3 375

    Google Scholar 

  • LI Samarai OW Wishnewskii GI Derkatch (1969) Chem Ber 102 2972 Occurrence Handle10.1002/cber.19691020912 Occurrence Handle1:CAS:528:DyaF1MXltVWhsb8%3D

    Article  CAS  Google Scholar 

  • GM Sheldrick (1998) SHELX97 Programs for Crystal Structure Analysis (Release 97-2) Universitat Gottingen Germany

    Google Scholar 

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Correspondence to Olha V. Hordiyenko.

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Correspondence: Olha V. Hordiyenko, Chemistry Department, Kyiv National Taras Shevchenko University, 01033 Kyiv, Ukraine.

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Biitseva, A., Hordiyenko, O., Sukach, V. et al. Regioselective synthesis of 4-aryl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones. Monatsh Chem 139, 939–943 (2008). https://doi.org/10.1007/s00706-008-0860-1

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  • DOI: https://doi.org/10.1007/s00706-008-0860-1

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