Substrate-Controlled Regioselective Alkylation of 4-Hydroxycoumarin with Diazo Compounds through TfOH Catalysis

被引：0

作者：

Xia, Zhimin ^{[1
,2
]}

Li, Chunyan ^{[1
,2
]}

Luo, Mengxiang ^{[1
,2
]}

Gu, Shuangxi ^{[1
,2
,3
]}

Yan, Qiongjiao ^{[1
]}

Lv, Jian ^{[1
]}

Zeng, Jie ^{[1
]}

Wang, Haifeng ^{[1
,2
,3
]}

机构：

[1] Pharmaceut Res Inst, Wuhan Inst Technol, Wuhan 430205, Peoples R China

[2] Wuhan Inst Technol, Sch Chem Engn & Pharm, Wuhan 430205, Peoples R China

[3] Minist Educ, Key Lab Green Chem Engn Proc, Wuhan 430205, Peoples R China

来源：

SYNLETT | 2024年 / 35卷 / 13期

基金：

中国国家自然科学基金;

关键词：

4-hydroxycoumarin; diazo compounds; metal-free catalysis; alkylation; regioselectivity; CARBENE INSERTION; COUMARIN ANALOGS; ANTIOXIDANT; DERIVATIVES; ANTITUMOR; DESIGN;

D O I：

10.1055/s-0043-1763637

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Control of the regioselectivity of nucleophiles toward al-kylating agents is a fundamental problem in heterocyclic chemistry.Substrate-controlled TfOH-catalyzed alkylation of 4-hydroxycoumarinwith diazo compounds has been developed to provide rapid access tothe C3- or O-alkylated 4-hydroxycoumarins with high efficiency. The re-gioselectivity can be determined by varying the electronic nature of thediazo substrates, especially those bearing a methylthio group

引用

页码：1584 / 1590

页数：7

共 11 条

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