Ni-Catalyzed Redox-Neutral Ring-Opening/Radical Addition/Ring-Closing Cascade of Cycloketone Oxime Esters and Vinyl Azides,Organic Letters

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Ni-Catalyzed Redox-Neutral Ring-Opening/Radical Addition/Ring-Closing Cascade of Cycloketone Oxime Esters and Vinyl Azides
Organic Letters ( IF 4.9 ) Pub Date : 2019-06-21 00:00:00 , DOI: 10.1021/acs.orglett.9b01773
Yu-Qi Tang ₁ , Jun-Cheng Yang ₁ , Le Wang ₂ , Mingjin Fan ₂ , Li-Na Guo ₁

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A nickel-catalyzed iminyl radical-triggered C–C bond cleavage/radical addition/cyclization cascade of oxime esters and vinyl azides is described. This protocol enables rapid access to the cyanoalkylated 3,4-dihydro-2H-pyrroles and phenanthridines in good yields via adjustment of the substrate’s properties. Moreover, these reactions proceed under mild and redox-neutral conditions with a board substrate scope and excellent functional group tolerance.

中文翻译：

镍催化环酮肟酯和乙烯基叠氮化物的氧化还原中性开环/自由基加成/环闭合级联

描述了肟酯和叠氮化物的镍催化亚氨基自由基引发的CC键裂解/自由基加成/环化级联反应。通过调整底物的性质，该方案能够以高收率快速获得氰基烷基化的3,4-二氢-2 H-吡咯和菲啶。此外，这些反应在温和的氧化还原中性条件下进行，具有基板范围和出色的官能团耐受性。

更新日期：2019-06-21

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