Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamil Nadu, India.
J Org Chem. 2022 Apr 1;87(7):4873-4882. doi: 10.1021/acs.joc.2c00226. Epub 2022 Mar 23.
A Pd(II)-catalyzed α,β-dehydrogenation of substituted aliphatic amides assisted by a reusable bis-chelating 8-aminoquinoline ligand is demonstrated. Broad spectra of β-substituted including olefin-substituted aliphatic amides are well tolerated. The present protocol efficiently dehydrogenates the less acidic aliphatic amides the chelation-assisted β-C-H bond activation and replaces the traditional enolate-based strategy.
本文展示了一种钯(II)催化的取代脂肪族酰胺的α,β-脱氢反应,该反应由一种可重复使用的双螯合 8-氨基喹啉配体辅助。包括烯烃取代的脂肪族酰胺在内的广泛谱的β-取代基都能很好地耐受。本方案通过螯合辅助的β-C-H 键活化高效地脱氢,取代了传统的烯醇盐策略。