Computational study of an oxetane 4H-pyrazole as a Diels–Alder diene

Abstract

We combine the effects of spirocyclization and hyperconjugation to increase the Diels–Alder reactivity of the 4H-pyrazole scaffold. A density functional theory (DFT) investigation predicts that 4H-pyrazoles containing an oxetane functionality at the saturated center are extremely reactive despite having a relatively high-lying lowest unoccupied molecular orbital (LUMO) energy.