Pd-Catalyzed sequential β-C(sp3)–H arylation and intramolecular amination of δ-C(sp2)–H bonds for synthesis of quinolinones via an N,O-bidentate directing group.

Autor: Guan, Mingyu, Pang, Yubo, Zhang, Jingyu, Zhao, Yingsheng
Předmět:
Zdroj: Chemical Communications; 5/28/2016, Vol. 52 Issue 43, p7043-7046, 4p
Abstrakt: The pharmacological importance of 2-quinolinone derivatives is well known. Herein, we developed an effective protocol for the synthesis of 2-quinolinone derivatives by palladium-catalyzed sequential β-C(sp3)–H arylation and selective intramolecular C(sp2)–H/N–H amination starting with aryl iodides and carboxylic acids. A novel directing group, glycine dimethylamide, was used in the synthesis. We synthesized various quinolinone derivatives, including 5-substituted quinolinones, which are difficult to obtain using the traditional pathway. The directing group could be easily removed and could be readily transformed into other useful functional groups. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index