Rhodium-Catalyzed Enantio- and Regioselective Allylation of Indoles with gem-Difluorinated Cyclopropanes

被引：14
作者：
Yang, Hui [1 ,2 ,3 ]
Zeng, Yaxin [1 ,2 ,3 ]
Song, Xiangyu [1 ,2 ,3 ]
Che, Lin [4 ]
Jiang, Zhong-Tao [1 ,2 ,3 ]
Lu, Gang [5 ]
Xia, Ying [1 ,2 ,3 ]
机构：
[1] Sichuan Univ, West China Sch Publ Hlth, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Hosp 4, Chengdu 610041, Peoples R China
[3] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
[4] Linyi Univ, Sch Chem & Chem Engn, Linyi 276000, Peoples R China
[5] Shandong Univ, Sch Chem & Chem Engn, Key Lab Colloid & Interface Chem, Minist Educ, Jinan 250100, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2024年 / 63卷 / 22期
基金：
中国国家自然科学基金;
关键词：
gem-difluorinated cyclopropanes; rhodium catalysis; allylation reactions; enantioselectivity; regioselectivity; FUNCTIONALIZATION; PHARMACEUTICALS; ACTIVATION; FLUORINE; ESTERS; ACCESS;
D O I：
10.1002/anie.202403602
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The use of gem-difluorinated cyclopropanes (gem-DFCPs) as fluoroallyl surrogates under transition-metal catalysis has drawn considerable attention recently but such reactions are restricted to producing achiral or racemic mono-fluoroalkenes. Herein, we report the first enantioselective allylation of indoles under rhodium catalysis with gem-DFCPs. This reaction shows exceptional branched regioselectivity towards rhodium catalysis with gem-DFCPs, which provides an efficient route to enantioenriched fluoroallylated indoles with wide substrate scope and good functional group tolerance.
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页数：7
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