Chemoselective Organoclick–Click Sequence

Cyril Bressy (1) , Mokhtaria Belkheira (1, 2, 3) , Douniazad El Abed (2) , Jean-Marc Pons (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 Laboratoire de Chimie Fine
3 Université Tahri Mohamed Bechar [Bechar]

A highly chemoselective bis-triazole synthesis based on a sequence organocatalyzed click reaction/copper-catalyzed click reaction is described in this paper. A range of bis-azides react with various ke-tones using proline catalysis through the aryl azide moiety while the al-kyl azide one remains available for a metal-catalyzed triazole synthesis.

Mots clés: chemoselectivity; click reaction; click reac-tion; triazoles; organocatalysis; organoclick reaction

Domaines: Chimie organique

Cyril Bressy, Mokhtaria Belkheira, Douniazad El Abed, Jean-Marc Pons. Chemoselective Organoclick–Click Sequence. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (21), pp.4254-4262. ⟨10.1055/s-0037-1610192⟩. ⟨hal-01968835⟩