Abstract:Saturated or partially saturated heterocyclic compounds were uncovered as interesting and potential ionic liquid media. Zwitterionic compounds with perhydropyrimidinylium, 1,3-diazepinylium and quinazolinylium carbocations were utilized in the preparation of a variety of salts in order to search for new low-melting ionic media. Some of the zwitterionic quinazoline derivatives were also found to be low-melting glasses.
“…All these facts indicate that zwitterionic forms of 4a,b are preferred. The structure of the product 4a (in the form of its hydrochloride) was additionally confirmed by X-ray analysis, 10 which clearly showed the presence of a stabilised cationic centre C6 (Fig. 1).…”
A synthesis of quinazolines, perimidines and dibenzo [d,f][1,3]diazepines is described. The method involves rearrangements following cyclisation of 2-anilino-2-methoxy-3-oxo-N-phenylbutanethioamides with aromatic 1,3and 1,4-diamines.
“…All these facts indicate that zwitterionic forms of 4a,b are preferred. The structure of the product 4a (in the form of its hydrochloride) was additionally confirmed by X-ray analysis, 10 which clearly showed the presence of a stabilised cationic centre C6 (Fig. 1).…”
A synthesis of quinazolines, perimidines and dibenzo [d,f][1,3]diazepines is described. The method involves rearrangements following cyclisation of 2-anilino-2-methoxy-3-oxo-N-phenylbutanethioamides with aromatic 1,3and 1,4-diamines.
“…Previously, the N-formylation of anilines with electron-withdrawing groups was found to be difficult. 22 Secondary aryl amines were also good substrates for the reaction, affording high yields of the corresponding formamides (entries 5-7). The reactions with aliphatic primary and secondary amines resulted in high product yields (entries 8-14).…”
We developed a simple, practical, and catalytic method for the N-formylation of a wide variety of amines in the presence of molecular iodine as a catalyst under solvent-free conditions. This reaction is applicable to the chemoselective N-formylation of amino groups and a-amino acid esters without epimerization.
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