Some new dienophiles in the diels-alder reaction with active cyclic dienes |
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| Authors: | M.G. Veliev M.M. Guseinov L.A. Yanovskaya K.Ya. Burstein |
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| Affiliation: | Institute of Chloro-organic Synthesis, The Azerbaijan Academy of Sciences, SumgaitU.S.S.R.;The N.D. Zelinsky Institute of the U.S.S.R. Academy of Sciences, MoscowU.S.S.R. |
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| Abstract: | A comparative study of the Diels-Alder reaction have been carried out for three types of cyclic dienes: cyclopentadiene (CPD), hexachlorocyclopentadiene (HCP), and tetrachloro-1,2-benzoquinone (TCBQ) with dienophiles of five types: monosubstituted acetylenes (propargyl alcohol and its esters), conjugated amines (allyl acetylene, allyl ethynyldimethylcarbonol and its esters), conjugated dienes (2-methylhexadiene-3,5-ol-2 and its esters, 1-ethoxy- and 1-ethoxycarbonylbutadiene-1,3), and conjugated trienes (hexatriene-1,3,5 and 5-methylhexatriene-1,3,5).It was found that conjugated trienes react with dienes of all types under mild conditions and give only the monoadducts through the terminal vinyl or ethynyl group. |
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