Synthesis of[60]Fullerene-Fused Allylbenzofurans via Palladium-Catalyzed Migration Reaction  

作　　者：Tong-Xin Liu Panting Yang Nana Ma Xiaojun Li Xin Wang Jinliang Ma Guisheng Zhang 

机构地区：[1]Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals,Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan,453007 China

出　　处：《Chinese Journal of Chemistry》2023年第14期1733-1739,共7页中国化学（英文版）

基　　金：grateful for financial support from the National Natural Science Foundation of China(U1904181 and 21877206);Zhongyuan Qianren Jihua(ZYQ201912132);the 111 Project(D17007)。

摘　　要：Chemical functionalization of fullerenes has been an important topic in fullerene chemistry. Herein, an unprecedented Pd-catalyzed migration reaction of [60]fullerene with allyloxy-tethered aryl iodides is present for the preparation of novel [60]fullerene-fused allylbenzofurans. The use of 1,2-bis(diphenylphosphino)benzene (DPPBz) as a ligand is crucial for the success of the transformation. The reaction shows high chemo- and regioselectivity, and is flexible with regard to allyl-migration site, providing a new and efficient approach to rare [60]fullerene-fused benzofurans. Control experiments disclose that the reaction most probably undergoes a sequential C—O bond cleavage/allyl-migration/intermolecular cycloaddition cascade process.

关 键 词：FULLERENES Transition-metal catalysis CROSS-COUPLING Cycloaddition Oxygen heterocycles 

分 类 号：O62[理学—有机化学]