Abstract

Two protocols have been developed for the synthesis of 1,3-di[alkoxy(aryloxy)carbonyl]-2-oxo-2,3-dihydroindoles starting from the corresponding N, O-diacyl derivatives obtained by treatment of 2-oxindoles with chloroformic acid esters and triethylamine. The first is rearrangement of N, O-diacylated compounds in the presence of 4-dimethylaminopyridine to give N, C(3)-diacylated products with identical acyl groups in the two positions. The second involves O-deacylation of the N, O-diacylated compounds, followed by O-acylation and rearrangement resulting N, C(3)-diacylated 2-oxindoles with different acyl groups in the two positions.

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