Selenium-containing heterocycles from Isoselenocyanates: Synthesis of 1H-5-Selena-1,3,6-triazaaceanthrylene derivatives
نویسندگان
چکیده
The reaction of aryl isoselenocyanates 8 with methyl 3-amino-4-chloro-1-ethylpyrrolo[3,2c]quinoline-2-carboxylate (6) in boiling pyridine leads to tetracyclic selenaheterocycles of type 9 in high yield (Scheme 3). A reaction mechanism via an intermediate selenoureido derivative A and cyclization via nucleophilic substitution of Cl by Se is proposed (Schemes 3 and 5). The reaction of 6 with 4-bromophenyl isothiocyanate yields the analogous thiaheterocycle 12 (Scheme 4). The molecular structures of 9c and 12 have been established by X-ray crystallography. DOI: https://doi.org/10.1002/hlca.200390263 Posted at the Zurich Open Repository and Archive, University of Zurich ZORA URL: https://doi.org/10.5167/uzh-80016 Accepted Version Originally published at: Atanassov, Plamen K; Linden, Anthony; Heimgartner, Heinz (2003). Selenium-containing heterocycles from Isoselenocyanates: Synthesis of 1H-5-Selena-1,3,6-triazaaceanthrylene derivatives. Helvetica Chimica Acta, 86(9):3235-3243. DOI: https://doi.org/10.1002/hlca.200390263
منابع مشابه
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