Using a visible-light photoredox catalysis strategy with household decorative blue LEDs and the additives EtN and DIPEA, as well as the subsequent hydrolysis sequence, a mild one-pot process for the direct transformation of nitroalkanes to the corresponding ketones and aldehydes, constituting a Nef-like reaction, has been developed. It is worth noting that by using an appropriate photocatalyst (, [Ir(dtbbpy)(ppy)]PF) and the extra additive EtN with the combination of DIPEA and Mg(ClO) in i-PrOH (instead of CHCN), the transformation of nitroalkanes to the corresponding oximes, rather than nitrones, can be markedly more effective. The oximes can then be hydrolyzed to ketones by reaction with CuCl·2HO in a pH 7 buffer solution.
View Article and Find Full Text PDFIncorporation of water has been revealed to successfully facilitate visible-light photoredox catalysis of indole leading to increased production of C2-quaternary indolinone. The water-promoted photoreaction of indole under catalyst-free conditions by a household compact fluorescence light was also demonstrated. The antiproliferative activity of the synthesized indolinones was evaluated against three human cancer cell lines.
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