Chemistry of Heterocyclic Compounds p. 945 - 950 (1980)
Update date:2022-08-02
Topics:
Terent'ev, P. B.
Kartsev, V. G.
Gorelov, A. V.
Gloriozov, I. P.
Gulevich, Yu. A.
Kost, A. N.
When isomeric 2- and 4-vinylpyridines, as well as 2-methyl-5-vinylpyridine, are heated in polyphosphoric or acetic acid, they undergo dimerization, which proceeds via a 1,4-cycloaddition scheme to give pyridyl-substoituted 5,6,7,8-tetrahydroquinolines or isoquinolines.Quantum-chemical calculations with the use of the concepts of molecular orbital perturbation theory make it possible to predict the regiospecificity of the reaction.The regiospecific cross cycloaddition of 4-vinylpyridine to 2-methyl-5-vinylpyridine was proposed theoretically and proven experimentally.
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Doi:10.1021/jo00319a005
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(2019)Doi:10.1016/S0040-4039(00)97128-4
(1990)
