Investigation of the reaction mechanism between diamethyl acetylenedicarboxylate and alkylisocyanide in the presence of 2,3-dihydro-6h-thiazolo [3,2-a] pyrimidine-5,7-dione: a DFT study

Alkyl isocyanides are used as the important mediate in the synthesis of wide range of compounds. Isocyanides undergo a formal cycloaddition reaction with conjugated electrophilic produced heterocyclic five-membered ring systems. This study is undertaken to investigation of the reaction mechanism between alkylisocyanides (contains cyclohexyle isocyanide) with dimethylacetylenedicarboxylate in the presence of 2,3-dihydro-6h-thiazolo [3,2-a] pyrimidine-5,7-dione using density functional theory (DFT) in gas and solvent phase (such as acetone). Quantum mechanical computations were carried out to investigation that the best reaction path and stability of each structure. Two possible reaction channels (including channels a and b) have been suggested and investigated in detail

Keywords:

Theoretical study , alkyl isocyanides , cycloaddition , 2 , 3-dihydro-6h-thiazolo [3 , 2-a] pyrimidine-5 , 7-dione