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Two mutually complementary synthetic approaches towards 3-substituted 3,4-disubstituted and 1-(2-pyridyl)-substituted isoquinolines

I. L. Nikonov, D. S. Kopchuk, A. F. Khasanov, A. P. Krinochkin, E. S. Starnovskaya, Ya. K. Shtaiz, M. I. Savchuk, O. S. Tanya, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin

Abstract


Two mutually complementary synthetic approaches towards 3- and 3,4-disubstituted 1-(2-pyridyl) isoquinolines were studied. The aryne-based method was successfully used for the obtaining of the corresponding the 3-cyano-1-(2-pyridyl)isoquinolines in one step/pot reaction, while it is unacceptable for the obtaining of other 1-(2-pyridyl)isoquinolines. The enamine-based approach was successfully applied for the synthesis of other 1-(2-pyridyl)isoquinolines, while it was  unacceptable for the obtaining of  3-cyano-1-(2-pyridyl)isoquinolines.


Keywords


1,2,4-triazines; arynes; enamines; isoqunolines; aza-Diels-Alder reaction; domino-transformation

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References


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DOI: https://doi.org/10.15826/chimtech.2018.5.3.04

Copyright (c) 2018 I.L. Nikonov, D.S. Kopchuk, A.F. Khasanov, A.P. Krinochkin, E. S. Starnovskaya, Ya. K. Shtaiz, M.I Savchuk, O.S. Tanya, G.V. Zyryanov, V.L. Rusinov, O.N. Chupakhin

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