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A tandem synthesis of 4,5-bis(arylimino)-2-(alkylimino)imidazolidines

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Abstract

A tandem reaction of aniline derivatives, dialkyl carbodiimides, and bis(imidoyl) chlorides, leads to the formation of functionalized 4,5-bis(arylimino)-2-(alkylimino)imidazolidines, in moderate to good yields.

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References

  1. Chattopadhyay B, Gevorgyan V (2012) Angew Chem Int Ed 51:862

    Article  CAS  Google Scholar 

  2. Bhandari MR, Yousufuddin M, Lovely C (2011) Org Lett 13:1382

    Article  CAS  Google Scholar 

  3. Molinski TF, Ko J, Reynolds KA, Lievens SC, Skarda KR (2011) J Nat Prod 74:882

    Article  CAS  Google Scholar 

  4. Ye Z, Xia S, Shao X, Cheng J, Xu X, Xu Z, Li Z, Qian X (2011) J Agric Food Chem 59:10615

    Article  CAS  Google Scholar 

  5. Nishiwaki H, Kuriyama M, Nagaoka H, Kato A, Akamastu M, Yamauchi S, Shuto Y (2012) Bioorg Med Chem 20:6305

    Article  CAS  Google Scholar 

  6. Döring M, Görls H, Beckert R (1994) Z Anorg Allg Chem 620:551

    Article  Google Scholar 

  7. Lancaster KM, Gerken JB, Durrell AC, Palmer JH, Gray HB (2010) Coord Chem Rev 254:1803

    Article  CAS  Google Scholar 

  8. Schaper L, Hock SJ, Herrmann WA, Kühn FE (2013) Angew Chem Int Ed 52:270

    Article  CAS  Google Scholar 

  9. Hodnik Ž, Łos JM, Žula A, Zidar N, Jakopin Ž, Łos M, Dolenc MS, Ilaš J, Węgrzyn G, Mašič LP, Kikelj D (2014) Bioorg Med Chem Lett 24:2530

    Article  CAS  Google Scholar 

  10. Berlinck RGS, Trindade-Silva AE, Santos MF (2012) Nat Prod Rep 29:1382

    Article  CAS  Google Scholar 

  11. Nagle PS, Rodriguez F, Nguyen B, Wilson WD, Rozas I (2012) J Med Chem 55:4397

    Article  CAS  Google Scholar 

  12. Edelmann FT (2013) Adv Organomet Chem 61:55

    Article  CAS  Google Scholar 

  13. Li D, Guang J, Zhang W-X, Wang Y, Xi Z (2010) Org Biomol Chem 8:1816

    Article  CAS  Google Scholar 

  14. Alonso-Moreno C, Antiñolo A, Carrillo-Hermosilla F, Otero A (2014) Chem Soc Rev 43:3406

    Article  CAS  Google Scholar 

  15. Suhs T, König B (2006) Mini-Rev Org Chem 3:315

    Article  CAS  Google Scholar 

  16. Yavari I, Sodagar E, Nematpour M (2014) Helv Chim Acta 97:420

    Article  CAS  Google Scholar 

  17. Yavari I, Sodagar E, Nematpour M, Askarian-Amiri M (2015) Synlett 26:1230

    Article  CAS  Google Scholar 

  18. Ventosa-Andrés P, González-Vera JA, García-López MT, Herranz R (2014) Tetrahedron 70:3407

    Article  Google Scholar 

  19. Iqbal Z, Akhtar T, Hendsbee AD, Masuda JD, Hameed S (2011) Monatsh Chem 143:497

    Article  Google Scholar 

  20. Muthusamy S, Ganesh-Kumar S (2016) Tetrahedron 72:2392

    Article  CAS  Google Scholar 

  21. Kravchenkoa AN, Antonovaa MM, Baranov VV, Nelyubina YV (2015) Synlett 26:2521

    Article  Google Scholar 

  22. Beckert R (1990) J Prakt Chem 332:65

    Article  CAS  Google Scholar 

  23. Yavari I, Zahedi N, Baoosi L (2016) J Iran Chem Soc 13:1847

    Article  CAS  Google Scholar 

  24. Yavari I, Nematpour M, Sodagar E (2015) Monatsh Chem 146:2135

    Article  CAS  Google Scholar 

  25. Yavari I, Azad L, Sanaeishoar T (2011) Monatsh Chem 142:643

    Article  CAS  Google Scholar 

  26. Langer P, Döring M (2002) Eur J Org Chem 2002:221

    Article  Google Scholar 

  27. Lindauer D, Beckert R, Döring M, Fehling P, Görls H (1995) J Prakt Chem 337:143

    Article  CAS  Google Scholar 

  28. Helmholz F, Schroeder R, Langer P (2005) Z Naturforsch 60b:1192

  29. Burnett MN, Johnson CK (1996) ORTEP-III. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee

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Authors and Affiliations

  1. Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran

    Issa Yavari & Nooshin Zahedi

  2. Department of Inorganic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, PO Box 14335-186, Tehran, Iran

    Mohammad Reza Halvagar

Authors
  1. Issa Yavari
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  2. Nooshin Zahedi
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  3. Mohammad Reza Halvagar
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Correspondence to Issa Yavari.

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Yavari, I., Zahedi, N. & Halvagar, M.R. A tandem synthesis of 4,5-bis(arylimino)-2-(alkylimino)imidazolidines. Monatsh Chem 148, 1439–1444 (2017). https://doi.org/10.1007/s00706-016-1909-1

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  • DOI: https://doi.org/10.1007/s00706-016-1909-1

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