Silver(I)-Catalyzed Regioselective Construction of Highly Substituted α-Naphthols and Its Application toward Expeditious Synthesis of Lignan Natural Products

被引：68

作者：

Naresh, Gunaganti ^{[1
]}

Kant, Ruchir ^{[2
]}

Narender, Tadigoppula ^{[1
]}

机构：

[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India

[2] CSIR Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226031, Uttar Pradesh, India

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 14期

关键词：

POLYSUBSTITUTED NAPHTHALENE DERIVATIVES; CATALYZED 2+2+2 COCYCLIZATION; ARYLNAPHTHALENE LIGNANS; TAIWANIN-E; ANTIVIRAL ACTIVITY; MEDIATED SYNTHESIS; INTERNAL ALKYNES; JUSTICIDIN-B; ARYNES; ANNULATION;

D O I：

10.1021/acs.orglett.5b01477

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel route has been developed for regioselective synthesis of highly substituted alpha-naphthols, binaphthols, and anthracenol through silver(I) catalyzed C(sp(3))-H/C(sp)-H, C(sp(2))-H/C(sp)-H functionalization of beta-ketoesters and alkynes, respectively, in a single step using water as a solvent. This protocol exhibited broad substrate scope and paved the way for synthesis of anticancer arylnaphthalene lignan natural products such as diphyllin, taiwanin E, and justicidin A with excellent selectivity.

引用

页码：3446 / 3449

页数：4

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