𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Versatile Synthesis of Pyrrole-2-acetic Esters and (Pyridine-2-one)-3-acetic Amides by Palladium-Catalyzed, Carbon Dioxide-Promoted Oxidative Carbonylation of (Z)-(2-En-4-ynyl)amines

✍ Scribed by Bartolo Gabriele; Giuseppe Salerno; Alessia Fazio; Lucia Veltri


Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
181 KB
Volume
348
Category
Article
ISSN
1615-4150

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

The oxidative carbonylation of readily available (Z)‐(2‐en‐4‐ynyl)amines, catalyzed by the PdI~2~‐KI system, selectively afforded in satisfactory yields (40–95 %) either pyrrole‐2‐acetic ester or (pyridine‐2‐one)‐3‐acetic amide derivatives, depending on the susbtitution pattern of the substrate and the reaction conditions. The presence of an excess of carbon dioxide proved in most cases to be beneficial to both the reaction rate and product selectivity.