Theoretical Study of Mechanism and Regioselectivity of 1,3-dipolar Cycloaddition of N-methyl-C-5-nitro-2-furyl Nitrilimine with Dimethyl 7-oxabicyclo2,2,1hepta-2,5-diene-2,3-dicarboxylate

The mechanism and regioselectivity of 1,3-dipolar cycloaddition of N-methyl-C-5-nitro-2-furyl nitrilimine with dimethyl 7-oxabicyclo2,2,1hepta-2,5-diene-2,3-dicarboxylate were investigated using activation energy calculations and density functional theory-based re-activity indexes. The reaction proceeds by an asynchronous concerted mechanism. The calculations are performed at the B3LYP/6-31G(d) level of theory and the obtained results are in agreement with experimental outcome.