A general evaluation of silylated nucleophiles to intercept transient [small alpha]-oxoketenes generated by microwave-assisted Wolff rearrangement of 2-diazo-1,3-dicarbonyl compounds is presented. Original scaffolds and synthetic intermediates are accessed in a rapid,...
2-Amino-4,5-dihydro-3-furancarbonitriles (1) react with a slight excess of dibenzoyldiazomethane in the presence of rhodium(II) acetate to give 1,3-oxazin-4-ones (2). With three equivalents of dibenzoyldiazomethane compounds 1 react to afford furo[2,3-b]pyran-3a-carbonitriles (3). Compound 3a was also obtained by treatment of 2a with two equivalents of dibenzoyldiazomethane.
Wajon; Arens, Recueil des Travaux Chimiques des Pays-Bas, 1957, vol. 76, p. 65,71
作者:Wajon、Arens
DOI:——
日期:——
Cycloaddition. XVIII. Electrophilic addition of chlorosulfonyl isocyanate to ketones. Reaction with aromatic ketones