Synthesis of non-anomeric C-glycosyl pyrazolidinone derivatives via visible-light photoredox catalysis

被引:7
|
作者
Goncalves, Renan. O. [1 ]
Oliveira, Pedro H. R. [1 ]
de Jesus, Iva S. [1 ]
Debia, Natali P. [2 ]
Ludtke, Diogo S. [2 ]
Paixao, Marcio W. [1 ]
机构
[1] Fed Univ Sao Carlos UFSCar, Chem Dept, Lab Sustainable Organ Synth & Catalysis, BR-13565905 Sao Carlos, SP, Brazil
[2] Fed Univ Rio Grande do Sul UFRGS, Inst Chem, BR-91501970 Porto Alegre, RS, Brazil
基金
巴西圣保罗研究基金会;
关键词
METHODOLOGY; ANTITUMOR; REAGENTS; STRATEGY;
D O I
10.1039/d3ob00775h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-Glycosyl compounds have gained considerable attention over the last few decades due to their high chemical stability and promising applications in drug discovery. Herein we disclose an operationally simple, metal-free, photocatalytic approach for the glycosylation of azomethine imines using 4-glycosyl-1,4-dihydropyridines (DHPs) as radical precursors. The protocol features mild reaction conditions, scalability, broad substrate scope, and good functional group tolerance. Moreover, the resulting pyrazolidinone moiety can be easily deprotected, acylated or reduced into a glycosyl & beta;-alanine analog.
引用
收藏
页码:5516 / 5520
页数:5
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