Wu Conghui, Liu Tong-Xin, Zhang Pengling, Zhu Xue, Zhang Guisheng
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Lett. 2020 Sep 18;22(18):7327-7332. doi: 10.1021/acs.orglett.0c02658. Epub 2020 Sep 8.
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.
本文报道了一种前所未有的铁（II）催化的[60]富勒烯与γ,δ-不饱和肟酯的氧化还原中性自由基串联反应，用于制备新型游离（N-H）吡咯并[2',3':1,2]富勒烯。该转化过程经历分子内环化/分子间环化/氧化/水解串联反应，具有操作简单、底物范围广/官能团兼容性高以及适合放大合成等特点，为一系列游离吡咯并[2',3':1,2]富勒烯提供了一种简便实用的合成方法。
