One-Pot Synthesis of Succinimide-3-Carboxamide Derivatives Using Microwave and Mechanistic insights and Kinetics analysis by Computational Method

In the present work one-pot, four-component condensation of meldrum’s acid and acetone with tert-butyl isocyanides in the presence primary amines under microwave irradiation which provided 1-tert-butyl-4,4-dimethyl-2,5-dioxopyrrolidine-3-carboxamides in short time with high yields have been investigated. Also, multiple mechanisms have been studied theoretically for comparing formation of the amidosuccinimide with triamide products from intermediate 9 using ab initio molecular orbital theory in gas phase. The potential energy profile was constructed at the HF/6-311G (d, p) level of theory. Among four speculative proposed path only the pathway A (intramolecular reaction to formation amidosuccinimide product) was recognized as a desirable mechanism. Theoretical kinetics data involving k and activation parametres were calculated for each step of the paths.