ol6b00702_si_001.pdf (3.93 MB)
TEMPO-Mediated Aza-Diels–Alder Reaction: Synthesis of Tetrahydropyridazines Using Ketohydrazones and Olefins
journal contribution
posted on 2016-04-27, 19:18 authored by Xiu-Long Yang, Xie-Xue Peng, Fei Chen, Bing HanA 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.