The deprotonative metalation of [1,2,3]triazolo[1,5-a]quinoline. Synthesis of 8-haloquinolin-2-carboxaldehydes
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Add time:09/28/2019 Source:infona.pl
New highly functionalized triazoloquinolines were synthesized by applying polar organometallic methods. Double metalation and functionalization provided 3,9-dihalogenated triazoloquinolines. Ring opening of the triazole with loss of nitrogen has been performed for the first time with 3,9-dihalogenated triazoloquinolines allowing the access toward 8-haloquinolin-2-carboxaldehydes under oxidant-free conditions. This approach demonstrates that the triazole ring can be used as protecting group of 2-quinolinecarboxaldehydes, activating the C9-position for lithiation and functionalization by triazole ring opening. 8-Haloquinoline-2-carbaldehydes become in this way readily available.
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Next:Triazolopyridines. 19. Synthesis and Reactions of Ylides Derived from [1,2,3]Triazolo[1,5-a]quinoline and [1,2,3]Triazolo[5,1-a]isoquinoline with Methyl Propiolate.) - 【Back】【Close 】【Print】【Add to favorite 】
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