Iron-Catalyzed Redox-Neutral Radical Cascade Reaction of [60]Fullerene with γ,δ-Unsaturated Oxime Esters: Preparation of Free (N-H) Pyrrolidino[2',3':1,2]fullerenes.,Organic Letters

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Iron-Catalyzed Redox-Neutral Radical Cascade Reaction of [60]Fullerene with γ,δ-Unsaturated Oxime Esters: Preparation of Free (N-H) Pyrrolidino[2',3':1,2]fullerenes.
Organic Letters ( IF 4.9 ) Pub Date : 2020-09-08 , DOI: 10.1021/acs.orglett.0c02658
Conghui Wu ₁ , Tong-Xin Liu ₁ , Pengling Zhang ₁ , Xue Zhu ₁ , Guisheng Zhang ₁

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Herein an unprecedented iron(II)-catalyzed redox-neutral radical cascade reaction of [60]fullerene with γ,δ-unsaturated oxime esters is reported for the preparation of novel free (N–H) pyrrolidino[2′,3′:1,2]fullerenes. The transformation undergoes an intramolecular cyclization/intermolecular cyclization/oxidation/hydrolysis cascade, and features simple operation, broad substrate scope/high functional group compatibility as well as suitable for scale-up synthesis, providing a facile and practical access to a range of free pyrrolidino[2′,3′:1,2]fullerenes.

中文翻译：

铁催化[60]富勒烯与γ，δ-不饱和肟酯的氧化还原-中性自由基级联反应：制备游离（NH）吡咯烷基[2'，3'：1,2]富勒烯。

本文报道了空前的铁（II）催化的[60]富勒烯与γ，δ-不饱和肟酯的铁（II）催化的还原-中性自由基级联反应，用于制备新型的游离（NH）吡咯烷基[2'，3'：1 ，2]富勒烯。该转化过程经历了分子内环化/分子间环化/氧化/水解的级联反应，并且具有操作简单，底物范围广/官能团相容性高以及适用于按比例放大合成的特点，可轻松，实用地获得各种游离吡咯烷基[2'，3'：1,2]富勒烯。

更新日期：2020-09-20

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