The Neber Approach to 2-(Tetrazol-5-yl)-2H-Azirines
- Autoría:
- Ana Lúcia Cardoso, Lourdes Gimeno, Américo Lemos, Francisco Palacios, Teresa M. V. D. Pinho e Melo
- Año:
- 2013
- Revista:
- The Journal of Organic Chemistry
- Volumen:
- 78
- Página de inicio - Página de fin:
- 6983 - 6991
- Descripción:
-
The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloid-mediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines