Fuente: Molecules - Revista científica (MDPI) Molecules, Vol. 30, Pages 4552: Synthesis of Stable Betaines Based on 1H-Pyrrole-2,3-diones and Pyridinium Ylides and Their Thermal Conversion to Cyclopropane-Fused Pyrroles
Molecules doi: 10.3390/molecules30234552
Authors:
Maria M. Muranova
Andrey R. Galeev
Ivan G. Mokrushin
Andrey N. Maslivets
Maksim V. Dmitriev

Pyridinium ylides, along with related azaheterocyclic ylides, are widely used in synthetic organic chemistry. However, reactions that yield stable zwitterionic adducts from these ylides remain underexplored. In this work, we demonstrate that the reaction of pyrrole-2,3-diones with in situ-generated pyridine-based azomethine ylides affords stable zwitterionic adducts, which are typically transient species in analogous processes. These betaines are used as key intermediates for the synthesis of cyclopropane-fused pyrroles or pyridine-2,3-diones via thermolysis in chlorobenzene.