Oxidative ring expansion of 3-hydroxy-3-phenacyloxindoles using phenyliodine diacetate and molecular iodine: Synthesis of 2-hydroxy-2-aryl/alkyl-2,3-dihydroquinolin-4(1H)-ones

Development of a photoenzymatic one-pot hybrid system for the direct synthesis of 3,3-disubstituted indole-2-ketones from N-methyl indoles

“…3 For example, convolutamydine A is an important anti-tumor drug, 4 TMC-95A exhibits an efficient inhibitory effect on proteasomes, 5 and SM-130686, as a potent and orally active GHSR agonist, can treat growth hormone deficiency (Scheme 1A). 6 3-Acetonyl-3-hydroxy-2-oxindoles not only exhibit good anticonvulsant activity 7 but also serve as precursors 8 for the synthesis of a wide range of 3,3-disubstituted-2-oxindoles with different physiological activities. Therefore, the synthesis of 3-acetonyl-3-hydroxy-2-oxindoles has gained extensive interest.…”

Halodecarboxylative-dimethoxylation of 2,3-diarylacrylic acid using (diacetoxyiodo)benzene and Et4NBr: Synthesis of 2-bromo-1,2- dimethoxy-1,2-diarylethane

“…Various hypervalent iodine reagents in combination with tetrabutylammonium bromide and NBS have been used for the decarboxylative bromination of cinnamic acids to form vinylbromides [18]. As a continuation of our work on hypervalent iodine chemistry [19], we decided to investigate related Hunsdiecker reaction of 2,3-diaryl acrylic acid. It is observed that 2,3-diaryl acrylic acid on reaction with trivalent hypervalent iodine reagent, (diacetoxyiodo)benzene (DIB) and tetraethylammonium bromide in methanol-water solvent results in the formation of 2-bromo-1,2-dimethoxy-1,2-diarylethane which is a valuable synthetic intermediate (Scheme 1).…”