Regioselective Hydroxylation of Flavonoids by Transition-Metal- Catalyzed C-H Bond Oxidation

被引：2

作者：

Lu, Shu-Min ^{[1
,2
,3
]}

Chen, Chao ^{[1
,2
,4
]}

Liu, Chang ^{[1
,2
,3
]}

Liu, Rudong ^{[4
]}

Chen, Jia-Hua ^{[1
,2
,3
]}

Zhang, Zhongchao ^{[4
]}

Yang, Zhen ^{[1
,2
,3
,4
,5
]}

机构：

[1] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China

[2] Peking Univ, Beijing Natl Lab Mol Sci BNLMS, Beijing 100871, Peoples R China

[3] Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China

[4] Peking Univ, State Key Lab Chem Oncogen, Key Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China

[5] Shenzhen Bay Lab, Shenzhen 518055, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 13期

基金：

国家重点研发计划; 美国国家科学基金会;

关键词：

GLYCOSYL ORTHO-ALKYNYLBENZOATES; GOLD(I)-CATALYZED GLYCOSYLATION; RAPID CONSTRUCTION; ALPHA-GLUCOSIDASE; PHASE SYNTHESIS; PALLADIUM; INHIBITION; ACETOXYLATION; SCUTELLARIA; ARYLATION;

D O I：

10.1021/acs.orglett.3c00517

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective synthesis of 5,6,7-trihydroxyl and 5,7,8-trihydroxyl flavones has been achieved via a transition-metal-catalyzed C-H oxidation as the key step using naturally enriched 5,7-dihydroxyl flavone. The developed chemistry was applied to the synthesis of the naturally occurring and biologically active flavonoids wogonin (2), oroxylin A (3), and their glycosylated derivatives (4 and 5) as potential carnitine palmitoyltransferase 1 activators.

引用

页码：2264 / 2269

页数：6

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