Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

Xu, Li‐Chun; Ma, Zhongxiao; Hu, Xi; Zhang, Xin; Gao, Shulin; Liang, Deqiang; Wang, Baoling; Li, Weili; Li, Yanni

doi:10.1039/d1ob02379a

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Cited by 11 publications

(1 citation statement)

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“…Combined with the fact that this reaction uses a total charge of 13.6–37.6 F mol −1 (far more than 2 F mol −1 ), the green reduction process might be facilitated or tuned by the oxidation of water. 13…”

Section: Resultsmentioning

confidence: 99%

Electrochemical bromocyclization enables 3,5-diversification of heterocyclic indolines

Ren,

Wang,

Shi

et al. 2023

Org. Biomol. Chem.

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Section: Resultsmentioning

confidence: 99%

Electrochemical bromocyclization enables 3,5-diversification of heterocyclic indolines

Ren,

Wang,

Shi

et al. 2023

Org. Biomol. Chem.

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Regioselective Photocatalytic Dialkylation/Cyclization Sequence of 3‐Aza‐1,5‐dienes: Access to 3,4‐Dialkylated 4‐Pyrrolin‐2‐ones

Tao

et al. 2022

Adv Synth Catal

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A visible-light-induced regioselective tandem enamido β-C(sp 2 )À H alkylation/acrylamido alkylation/cyclizative alkenylation sequence of 3aza-1,5-dienes is presented. This protocol is regiospecific, features a broad substrate scope, and provides a direct access to 3,4-dialkylated 4pyrrolin-2-ones from readily available N-alkenylacrylamides. It is readily scalable to a gram scale, and could be induced by natural sunlight.

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Photoinduced Regioselective Perfluoroalkylation/Cyclization Cascade of 3‐Aza‐1,5‐Dienes: Access to Pentasubstituted 3‐Perfluoroalkyl‐1,3‐Dihydropyrrol‐2‐Ones

et al. 2023

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A visible light‐induced perfluoroalkylative cyclization of 3‐aza‐1,5‐dienes leading to pentasubstituted 1,3‐dihydropyrrole‐2‐ones is presented. The reaction is regiospecific, for the radical adds across the acrylamido moiety, whereas the enaminic double bond functions as a built‐in radical trap. It could be carried out on a 2‐gram scale, and the sunlight is a usable light source. Other virtues of the protocol include a short reaction time, a low catalyst loading, mild conditions and a broad substrate scope.

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Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

Abstract: A chemical reductant or a sacrificial electron donor is required in any reduction reaction, generally resulting in undesired chemical wastes. Herein, we report a reductant-free reductive [3+2+1] annulation of β-keto...

Cited by 11 publications

References 93 publications

Electrochemical bromocyclization enables 3,5-diversification of heterocyclic indolines

Electrochemical bromocyclization enables 3,5-diversification of heterocyclic indolines

Regioselective Photocatalytic Dialkylation/Cyclization Sequence of 3‐Aza‐1,5‐dienes: Access to 3,4‐Dialkylated 4‐Pyrrolin‐2‐ones

Photoinduced Regioselective Perfluoroalkylation/Cyclization Cascade of 3‐Aza‐1,5‐Dienes: Access to Pentasubstituted 3‐Perfluoroalkyl‐1,3‐Dihydropyrrol‐2‐Ones

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