In this thesis an investigation is described on the mechanism of aminations of pyrimidine- and quinazoline derivatives with nitrogen containing bases.In the introduction a survey is given of investigations, reported in the literature, concerning σ-complex formation on azahetarenes and their derivatives. The complex forming ability of different carb...
A survey is given of investigations on reactions of halogeno- azahetarenes in basic media as described to date in the literature, chiefly of those on the behaviour of N-oxides of halogeno-azahetarenes and in some cases those of otherwise N-quaternised azahetarenes towards liquid ammonia and towards potassium amide in liquid ammonia. The reactions w...
A survey is given of investigations on the reactions of halogeno-azahetarenes in strongly basic media, especially towards potassium amide and lithium piperidide, which were found to comprise direct and cine substitutions, ring openings and ring transformations, halogen migrations and several other processes. In this connection we studied reactions ...
Aan de hand van de in de inleiding gegeven voorbeelden is het duidelijk dat tal van gesubstitueerde halogeenpyrimidinen, in reactie gebracht met een geschikt nucleofiel reagens, aanleiding kunnen geven tot het optreden van ringopeningsreacties. De daarbij gevormde, vaak instabiele open-ketenverbindingen kunnen hetzij verder reageren door een ringsl...
Sinds 1960 wordt in het Laboratorium voor Organische Chemie te Wageningen het gedrag van halogeenmonoaza- en halogeen-1,3-diaza-aromaten t.o.v. sterke nucleofiele reagentia, met name kaliumamide in vloeibare ammoniak en lithiumpiperidide in piperidine, bestudeerd. Uit dit onderzoek is gebleken dat afhankelijk van het soort reagens, de aard van het ...
In this thesis an investigation is described on the mechanisms of aminations of derivatives of 2-halogenopyridines with potassium amide in which part of the reaction products contain the amino group occupying the position meta to the leaving halogen atom. Special attention is paid to the possibility that 2,4-didehydropyridine derivatives occur as r...
In this thesis an introductory investigation is described on the reactivity of hydroxy derivatives of halogenopyridines and a bromohydroxyquinoline towards strong bases.It is a sequel to earlier work on the effect of substituents present in the nucleus of halogenopyridines on the course of aminations of these substances (chapter 1).Halogenohydroxy ...