C–C Bond Cleavage Initiated Cascade Reaction of β-Enaminones: One-Pot Synthesis of 5-Hydroxy-1H-pyrrol-2(5H)-ones

Autor: Ting Chen, Xiujuan Zheng, Jinhai Shen, Wenhua Wang, Yanyun Wang, Yadong Feng
Rok vydání: 2021
Předmět:
Zdroj: The Journal of Organic Chemistry. 86:2917-2928
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.0c02832
Popis: An unprecedented C(CO)-C(Ar) bond cleavage of β-enaminones has been realized under mild and transition-metal-free conditions. The cascade transformation based on this C-C bond cleavage involves 1,3-O/C migration and aerobic hydroxylation and leads to various 5-hydroxy-1H-pyrrol-2(5H)-ones with broad functional group tolerance. The application of this methodology has been showcased by preparing 5-alkoxy-1H-pyrrol-2(5H)-one derivatives and a pyrrolo[2,1-a]isoquinolin-3-one derivative.
Databáze: OpenAIRE