Abstract
The pyrano-cyclisation of 4-hydroxy-(1-methyl)-1H-quinoline-2-one with 3-chlor-3-methylbut-1-yne, supposed to proceed via an ether or vinyl intermediate, is studied by alkylating different 4-hydroxyquinolines. The nine derivatives characterized favour the ether-pathway (“Späth type” chromene synthesis).
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Reisch, J., Salehi-Artimani, R.A., Bathe, A. et al. Acetylenchemie 7. Mitt.: Mechanistische Studien zur Synthese von Pyrano-[3,2-c]chinolin-Alkaloiden aus 4-Hydroxychinolin-2-onen und 3-Chlor-3-methylbut-1-in. Monatsh Chem 119, 781–791 (1988). https://doi.org/10.1007/BF00809691
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DOI: https://doi.org/10.1007/BF00809691