Synthesis of spirocyclic Δ⁴-isoxazolines via [3 + 2] cycloaddition of indanone-derived ketonitrones with alkynes

Abstract

A [3 + 2] cycloaddition of indanone-derived nitrones with alkynes under mild conditions has been developed. It is a highly efficient and straightforward method for the synthesis of diverse spirocyclicindenyl isoxazolines.

Facile synthesis of (polyfluoro)alkanesulfinyl 4-isoxazolines: a stepwise solvent- and catalyst-free approach or a one-pot process in water

“…3 The incorporation of these groups benefits the transformation not only by inducing regioselectivity but also by introducing extra handles for product derivation and decreasing activation energy. Several catalyst-free 1,3-dipolar cycloadditions [28][29][30][31][32][33][34][35][36] for the synthesis of 4-isoxazolines have been reported, and most of them required elevated reaction temperatures in organic solvents, cyclic nitrones or alkynes activated by two electron-withdrawing groups. Sulfoxides play a pivotal role in chemistry and biology.…”