UNDERSTANDING THE MECHANISM OF THE (3+2) CYCLOADDITION REACTION OF 3,4-DIHYDRO-2<i>H</i>-PYRROLE 1-OXIDE WITH <i>trans</i>-BUT-2-ENOL

Abstract

The cycloaddition of the 3,4-dihydro-2H-pyrrole 1-oxide with trans-but-2-enol was investigated in detail at the B3LYP/6-31G(d), M062X/6-31G(d), and ωB97XD/6-311G(d,p) theoretical levels. The nucleophilic and electrophilic natures as well as the most reactive sites of both reactants have been determined via global and local indices. This study successfully revealed the mechanism of the reaction, and the formed products were found to be favored products with one of them being slightly more stable. A good agreement to the experimental outcomes has been established.