降冰片烯
烯烃
钯
亲核细胞
芳基
电泳剂
催化作用
胺化
化学
偶联反应
组合化学
有机化学
药物化学
光化学
烷基
聚合物
单体
作者
Alexander J. Rago,Rong Ye,Xin Liu,Guangbin Dong
出处
期刊:Chemical Science
[The Royal Society of Chemistry]
日期:2024-01-01
卷期号:15 (4): 1318-1323
摘要
As an important class of multicomponent reactions, the palladium/norbornene (Pd/NBE) cooperative catalysis has been mainly restricted to the coupling of an aryl halide, an electrophile and a nucleophile. Here, we report the development of a Pd/NBE-catalyzed four-component reaction, which involves ortho C-H amination/ipso conjunctive coupling using an alkene and an external nucleophile. The use of alkene-tethered nitrogen electrophiles provides a rapid and modular synthesis of 3,3-disubstituted indolines from readily available aryl iodides. The reaction exhibits broad functional group tolerance, and its utility is exemplified in a streamlined formal synthesis of a rhodamine dye. Preliminary results of the asymmetric version of this reaction have also been obtained.
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