Indium (III)‐catalyzed Aza‐Conia‐Ene Reaction for the Synthesis of Indolizines

M Meazza, LA Leth, JD Erickson… - … –A European Journal, 2017 - Wiley Online Library
Chemistry–A European Journal, 2017Wiley Online Library
A new indium (III)‐catalyzed reaction for the synthesis of a series of indolizine scaffolds has
been developed. This methodology was highly efficient, allowing a low catalyst loading of 2
mol%(down to 0.5 mol%) and rendering the products in high yields through a 5‐exo‐dig aza‐
Conia‐ene reaction. Furthermore, the possibility of incorporating an electrophile into the
generated pyrrolidone ring in a one‐pot synergistic fashion was demonstrated. Finally,
based on experimental observations, a mechanism proposal was outlined.
Abstract
A new indium(III)‐catalyzed reaction for the synthesis of a series of indolizine scaffolds has been developed. This methodology was highly efficient, allowing a low catalyst loading of 2 mol % (down to 0.5 mol %) and rendering the products in high yields through a 5‐exodig aza‐Conia‐ene reaction. Furthermore, the possibility of incorporating an electrophile into the generated pyrrolidone ring in a one‐pot synergistic fashion was demonstrated. Finally, based on experimental observations, a mechanism proposal was outlined.
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