American Chemical Society
Browse
ol6b00702_si_001.pdf (3.93 MB)

TEMPO-Mediated Aza-Diels–Alder Reaction: Synthesis of Tetrahydropyridazines Using Ketohydrazones and Olefins

Download (3.93 MB)
journal contribution
posted on 2016-04-27, 19:18 authored by Xiu-Long Yang, Xie-Xue Peng, Fei Chen, Bing Han
A novel, facile, and efficient method for the synthesis of tetrahydropyridazines by a one-pot tandem reaction of easily accessible ketohydrazones and olefins in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) has been successfully developed. The reaction involves the initial generation of azoalkenes from direct oxidative dehydrogenation of ketohydrazones using TEMPO as the commercially available oxidant, followed by a subsequent aza-Diels–Alder reaction with olefins.

History