New methods for the synthesis of heterocyclic compounds

Due to frequent occurrence of nitrogen-containing groups among the biologically active compounds, chemoselective functionalization of organic molecules with nitrogen-containing functional groups is an important area of organic synthesis. We have proposed and implemented a new strategy toward design...

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Veröffentlicht in:Pure and applied chemistry 2004-01, Vol.76 (3), p.603-613
Hauptverfasser: Caiazzo, Aldo, Dalili, Shadi, Picard, C., Sasaki, M., Siu, T., Yudin, A. K.
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Sprache:eng
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Zusammenfassung:Due to frequent occurrence of nitrogen-containing groups among the biologically active compounds, chemoselective functionalization of organic molecules with nitrogen-containing functional groups is an important area of organic synthesis. We have proposed and implemented a new strategy toward design of nitrogen-transfer reactions on inert electrode surfaces with a particular focus on the generation and trapping of highly reactive nitrogen-transfer agents. A wide range of structurally dissimilar olefins can be readily transformed into the corresponding aziridines. The resulting aziridines are precursors to a range of catalysts via nucleophilic ring-opening with diaryl- and dialkyl phosphines. Another strategy explored in the context of oxidative nitrogen transfer is cycloamination of olefins using NH aziridines.
ISSN:0033-4545
1365-3075
DOI:10.1351/pac200476030603