Gold-catalyzed chemo- and diastereoselective C(sp2)-H functionalization of enaminones for the synthesis of pyrrolo[3,4-c]-quinolin-1-one derivatives

被引：21

作者：

Zhao, Yulei ^{[1
]}

Duan, Qizhao ^{[1
]}

Zhou, Yuanyuan ^{[1
]}

Yao, Qiyi ^{[1
]}

Li, Yanzhong ^{[1
]}

机构：

[1] E China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, 500 Dongchuan Rd, Shanghai 200241, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 07期

基金：

中国国家自然科学基金;

关键词：

POLYSUBSTITUTED PYRROLES; REGIOSELECTIVE SYNTHESIS; BOND FUNCTIONALIZATION; CASCADE REACTIONS; CARBENE-TRANSFER; H INSERTION; C(SP(3))-H; CYCLIZATION; KETONES; CU;

D O I：

10.1039/c5ob02556g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient tandem Au(I)/TsOH-catalyzed reaction of enaminones with diazo compounds for the synthesis of pyrroloquinolinone derivatives under mild reaction conditions has been developed. This methodology was realized by relay actions of Au and TsOH in a one-pot multistep manner. Initially, the Au-catalyzed reaction of enaminones with diazo compounds affords chemo-and diastereoselective C(sp(2))-H functionalized products, which then undergo subsequent intramolecular cyclization/rearrangement to give pyrroloquinolinone derivatives under the catalysis of TsOH.

引用

页码：2177 / 2181

页数：5

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