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本文叙述了经邻氯苯胺N-酰基化、还原、N-酰基化和光诱导亲核取代合成N-烷基-3-烷基氧化吲哚的光化学合成路线。N-丙基-N-丁酰基邻氯苯胺在-2.82 V的电化学还原是生成不稳定阴离子游离基的单电子转移过程,奇电子占据C—Cl反键轨道。所以,光诱导的单电子转移和随后的氯离子离去导致双游离基,双游离基分子内偶合成环。
This paper describes the photochemical synthesis of N-alkyl-3-alkyl-oxindoles via N-acylation, reduction, N-acylation and photoinduced nucleophilic substitution of o-chloroaniline. Electrochemical reduction of N-propyl-N-butyryl-o-chloroaniline at -2.82 V is a one-electron transfer process that generates unstable anion radicals, with odd electrons occupying the C-Cl backbond. Therefore, light-induced single-electron transfer and subsequent chloride ionization lead to double-radical, double-radical coupling into the ring.