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Selenium and Tellurium Chemistry pp 239–250Cite as

Synthesis and Transformations of 2- and 3-hydroxy-Selenophenes and 2- and 3-Amino-Selenophenes

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Abstract

Several monographs, series and articles have been published on selenophene [1–4]. These give a general overview of the nucleus synthesis. In this chapter we focus on the synthesis of hydroxy and aminoselenophenes and also describe examples of their reactivity or their transformation to different condensed heterocyclic systems.

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References

  1. Klayman DL, Günther WHH (1973) Organic selenium compounds: their chemistry and biology. Wiley, New York

    Google Scholar 

  2. Schatz J (2002) Product class 11: selenophenes in science of synthesis. Thieme, Stuttgart

    Google Scholar 

  3. Sommen G (2005) Mini Rev Org Synth 2(4):375–388

    Article  CAS  Google Scholar 

  4. Pelkey ET (2008) In: Katritzky AR, Ramsden CR, Scriven EFV, Taylor RJK (eds) Comprehensive heterocyclic chemistry III. Elsevier, Oxford

    Google Scholar 

  5. Morel J, Paulmier C, Semard C, Pastour P (1970) C R Acad Sci Ser C 270:825–829

    CAS  Google Scholar 

  6. Morel J, Paulmier C, Semard C, Pastour P (1971) Bull Soc Chim Fr 10:3547–3553

    Google Scholar 

  7. Cederlund B, Hörnfeldt AB (1976) Acta Chem Scand B30:101–108

    Article  CAS  Google Scholar 

  8. Morel J, Paulmier C, Pastour P (1972) J Heteroc Chem 9:355

    Article  CAS  Google Scholar 

  9. Morel J, Paulmier C, Semard C, Pastour P (1973) Bull Soc Chim Fr 7–8:2434–2441

    Google Scholar 

  10. Lantz R, Hörnfeldt AB (1972) Chem Script 2:9–15

    CAS  Google Scholar 

  11. Sommen G, Comel A, Kirsch G (2003) Synlett 6:855–857

    Google Scholar 

  12. Sommen G, Linden A, Heimgartner H (2007) Lett Org Chem 1:7–12

    Google Scholar 

  13. Balenkovic K, Cerar D, Filipovic L (1984) J Org Chem 81:1556–1561

    Google Scholar 

  14. Hinsberg O (1910) Freiburg i B Ber 43:901–906

    CAS  Google Scholar 

  15. Aqad E, Lakshmikhantam MV, Cava MP (2008) Org Lett 26:4283–4286

    Google Scholar 

  16. Henrio C, Morel J, Pastour P (1975) Ann Chim (Paris) 10:37–40

    CAS  Google Scholar 

  17. Ah-Kow G, Paulmier C, Pastour P (1976) Bull Soc Chim Fr 5–6:151–160

    Google Scholar 

  18. Outurquin F, Ah-Kow G, Paulmier C (1976) Bull Soc Chim Fr 5–6:883–888

    Google Scholar 

  19. Khirpak SM, Dobosh MA, Smolanka IV, Mikitchin AS (1973) Kh Geterosikl Soedin 3:326–328

    Google Scholar 

  20. Khirpak SM, Dobosh MA, Smolanka IV (1973) Patent S.U. 71–178225

    Google Scholar 

  21. Sibor J, Pazdera P (1996) Molecules 1:157–162

    CAS  Google Scholar 

  22. Aumann KM, Scammells PJ, White JM, Schiesser CH (2007) Org Biomol Chem 5:1276–1281

    Article  CAS  Google Scholar 

  23. Abdel-Hafez SH (2005) Russ J Org Chem 41:396–401

    Article  CAS  Google Scholar 

  24. Wudl F, Zellers CT, Nalewajek D (1980) J Org Chem 45:3211–3215

    Article  CAS  Google Scholar 

  25. Gronowitz S, Westerlund C, Hornfeldt AB (1975) Acta Chem Scand B29:224–232

    Article  CAS  Google Scholar 

  26. Gewald K, Hain U (1992) Monatsh Chem 123:455–459

    Article  CAS  Google Scholar 

  27. Sommen G, Comel A, Kirsch G (2005) Phosphorus Sulfur Silicon Relat Elem 180:939–943

    Article  CAS  Google Scholar 

  28. Thomae D, Perspicace E, Henryon D, Xu Z, Schneider S, Hesse S, Kirsch G, Seck P (2009) Tetrahedron 65:10453–10458

    Article  CAS  Google Scholar 

  29. Thomae D, Kirsch G, Seck P (2008) Synthesis 10:1600–1606

    Google Scholar 

  30. Thomae D, Rodriguez Dominguez JC, Kirsch G, Seck P (2008) Tetrahedron 64:3232–3235

    Article  CAS  Google Scholar 

  31. Aadil M, Kirsch G (1993) Phosphorus Sulfur Silicon Relat Elem 82:91–92

    Article  CAS  Google Scholar 

  32. Abdel-Hafez SH, Hussein MA (2008) Arch Pharm (Weinheim, Germany) 341:240–246

    Article  CAS  Google Scholar 

  33. Mortikov VY, Litvinov VP, Shestopalov AM, Sharanin YA, Apenova EE, Galegov GA, Abdulaev II, Asadullaev TB, Abdullaev FI (1991) Khim-Farmats Zh 25:41–44

    CAS  Google Scholar 

  34. Litvinov VP, Mortikov VY, Sharanin YA, Shestopalov AM, Zelinsky ND (1985) Synthesis 1:98–99

    Article  Google Scholar 

  35. Abdel-Hafez SH, Ahmed RA, Abdel-Azim MA, Hassan KM (2007) J Chem Res 10:580–584

    Article  Google Scholar 

  36. Abdel-Hafez SH, Abdel-Mohsen SA, El-Ossaily YA (2006) Phosphorus Sulfur Silicon Relat Elem 181:2297–2305

    Article  CAS  Google Scholar 

  37. Seck P, Thomae D, Perspicace E, Hesse S, Kirsch G (2008) Book of abstracts, 54. Cold Spring Harbour Laboratory symposium on neurodegenerative diseases, CSHL, New York, 2008

    Google Scholar 

  38. Paulmier C (1979) C R Acad Sci Ser C 28:317–319

    Google Scholar 

  39. Gronowitz S, Westerlund C, Hornfeldt AB (1976) Acta Chem Scand B30:391–396

    Article  CAS  Google Scholar 

  40. Gronowitz S, Westerlund C, Hornfeldt AB (1979) Chem Script 10:165–172

    Google Scholar 

  41. Hesse S, Chenet C, Thomae D, Kirsch G (2009) Synthesis 7:1204–1208

    Article  Google Scholar 

  42. Perspicace E, Thomae D, Hamm G, Hesse S, Kirsch G, Seck P (2009) Synthesis 20:3472–3476

    Google Scholar 

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Authors and Affiliations

  1. Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Institut Jean Barriol, Université Paul Verlaine Metz, Metz, France

    G. Kirsch, E. Perspicace & S. Hesse

Authors
  1. G. Kirsch
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  2. E. Perspicace
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  3. S. Hesse
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Corresponding author

Correspondence to G. Kirsch .

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Editors and Affiliations

  1. , School of Chemistry, University of St Andrews, UK, North Haugh, St. Andrews, KY16 9ST, United Kingdom

    J. Derek Woollins

  2. , Dept. of Chemistry, University of Oulu, PO Box 3000, Oulu, 90014, Finland

    Risto Laitinen

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Kirsch, G., Perspicace, E., Hesse, S. (2011). Synthesis and Transformations of 2- and 3-hydroxy-Selenophenes and 2- and 3-Amino-Selenophenes. In: Woollins, J., Laitinen, R. (eds) Selenium and Tellurium Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-20699-3_10

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