Synthesis of 2,3‐Disubstituted Quinoline‐4‐carbonitriles via Truce–Smiles Rearrangement of Phenacyl‐4‐nitrobenzenesulfonamides

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2-Aminobenzyl cyanide was sulfonylated with 4-nitrobenzenesulfonyl chloride and reacted with 2-haloketones and N,N -diisopropylethylamine (DIPEA). 2,3-Disubstituted quinoline-4-carbonitriles have been acquired as the key merchandise originating from subsequent N -alkylation, base-catalyzed intramolecular C-arylation, aldol condensation and aromatization. A single-stage protocol was correctly analyzed for many starting up supplies. Yet, 3-substituted quinoline-4-carbonitriles were acquired as the separable by-solutions ensuing from aggressive denosylation. Some of the ready compounds showed medium action towards E. Coli .

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