The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, China.
Molecules. 2022 Sep 11;27(18):5899. doi: 10.3390/molecules27185899.
Carbonyl-containing oxindoles are ubiquitous core structures present in many biologically active natural products and pharmaceutical molecules. Nickel-catalyzed reductive aryl-acylation of alkenes using aryl anhydrides or alkanoyl chlorides as acyl sources is developed, providing 3,3-disubstituted oxindoles bearing ketone functionality at the 3-position. Moreover, nickel-catalyzed reductive aryl-esterification of alkenes using chloroformate as ester sources is further developed, affording 3,3-disubstituted oxindoles bearing ester functionality at the 3-position. This strategy has the advantages of good yields and high functional group compatibility.
含羰基的氧吲哚是许多生物活性天然产物和药物分子中普遍存在的核心结构。开发了镍催化的烯烃与芳基酐或烷氧酰氯作为酰基源的还原芳基酰化反应，提供了在 3 位带有酮官能团的 3,3-二取代氧吲哚。此外，还进一步开发了镍催化的烯烃与氯甲酸酯作为酯源的还原芳基酯化反应，得到了在 3 位带有酯官能团的 3,3-二取代氧吲哚。该策略具有产率高、官能团兼容性好的优点。
