Highly chemoselective hydrogenation of cyclic imides to ω-hydroxylactams or ω-hydroxyamides catalyzed by iridium catalysts?

Organic Chemistry Frontiers Pub Date: 2021-09-30 DOI: 10.1039/D1QO01100F

Abstract

Several novel ferrocene-based PNN ligands were prepared, which were found to be highly effective catalysts (TON up to 50?000) for the homogeneous hydrogenation of cyclic imides with iridium. The hydrogenation mode (type I: ring opening/type II: non-ring opening) could be finely tuned by tiny changes in the ligands. Using this straightforward strategy, a plethora of ω-hydroxylactams and ω-hydroxyamides with different functional groups were obtained in high yield.

Graphical abstract: Highly chemoselective hydrogenation of cyclic imides to ω-hydroxylactams or ω-hydroxyamides catalyzed by iridium catalysts
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