Synthesis of sulfide- and disulfide-type bisaporphines from thebaine

Miklós Tóth, C. Csutorás, Zsuzsanna Gyulai, Sándor Berényi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The rearrangement reaction of thebaine (1) with methanesulfonic acid, in the presence of hydrogen sulfide, resulted in a sulfide-type bisaporphine 13, instead of the expected thiol 12. The acidic hydrolysis of the thiocyanato derivatives 3, 9, 20 and 21, obtained from thebaine (1), as well as the reduction of 9 and 21 with sodium borohydride yielded disulfide-type bisaporphines 16 and 23.

Original languageEnglish
Pages (from-to)60-67
Number of pages8
JournalArkivoc
Volume2004
Issue number7
Publication statusPublished - 2004

Fingerprint

Thebaine
Sulfides
Disulfides
Hydrogen Sulfide
Sulfhydryl Compounds
Hydrolysis
Derivatives

Keywords

  • Aporphines
  • Bisaporphines
  • Disulfide
  • Morphinandienes
  • Sulfide

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tóth, M., Csutorás, C., Gyulai, Z., & Berényi, S. (2004). Synthesis of sulfide- and disulfide-type bisaporphines from thebaine. Arkivoc, 2004(7), 60-67.

Synthesis of sulfide- and disulfide-type bisaporphines from thebaine. / Tóth, Miklós; Csutorás, C.; Gyulai, Zsuzsanna; Berényi, Sándor.

In: Arkivoc, Vol. 2004, No. 7, 2004, p. 60-67.

Research output: Contribution to journalArticle

Tóth, M, Csutorás, C, Gyulai, Z & Berényi, S 2004, 'Synthesis of sulfide- and disulfide-type bisaporphines from thebaine', Arkivoc, vol. 2004, no. 7, pp. 60-67.
Tóth, Miklós ; Csutorás, C. ; Gyulai, Zsuzsanna ; Berényi, Sándor. / Synthesis of sulfide- and disulfide-type bisaporphines from thebaine. In: Arkivoc. 2004 ; Vol. 2004, No. 7. pp. 60-67.
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