Journal
TETRAHEDRON
Volume 64, Issue 35, Pages 8202-8205Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.06.026
Keywords
Baylis-Hillman reaction; dihydropyridazine; furopyridine; pyrazolylpyridazine
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Funding
- University of Kuwait [Sc 08/04]
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Arylhydrazonals were added to acrylonitrile or methyl vinyl ketone in the presence of DABCO or benzotriazole to yield the intermediate Baylis-Hillman adduct that cyclized under the reaction conditions with water elimination to yield dihydropyridazines. A pyridazine reacted with DMAD to yield a pyridine via a [4+2] Diels-Alder addition followed by retro Diels-Alder elimination of methylene aniline. Two pyridazines were condensed with DMFDMA to yield the corresponding enaminones that reacted with NH2NH2 to afford the pyrazolylpyridazines. (C) 2008 Published by Elsevier Ltd.
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