Functionalization of furfural can be achieved by photocatalytic C−H activation of the aldehyde and coupling to electron-deficient olefins. With (Bu4N)4W10O32 as the photocatalyst, furfural can be...
Artikel
NIS/TEMPO‐Promoted Oxidative Cyanation and Nitro‐Mannich Reaction of Tertiary Amines
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
Von Wiley-VCH zur Verfügung gestellt
A metal-free N-iodosuccinimde (NIS)/2,2,6,6-tetramethylpiperidinyloxy (TEMPO)-promoted protocol was developed for the oxidative α-cyanation and nitro-Mannich reaction of tertiary amines via a cross-dehydrogenative coupling reaction under mild conditions. Several control experiments were performed; the coupling reaction outcomes indicated that the C-N coupled intermediate (N-Mannich base) formed from the tertiary amine and NIS had a stabilizing effect on the iminium cation.
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