Catalyst-free three-component domino reactions for regioselective synthesis of multi-functional fused pyrroles

被引：13

作者：

Chen, Xue-Bing ^{[1
,2
]}

Yan, Sheng-Jiao ^{[2
]}

Su, An ^{[2
]}

Liu, Wei ^{[1
]}

Lin, Jun ^{[1
,2
]}

机构：

[1] Honghe Univ, Sch Sci, Key Lab Nat Pharmaceut & Chem Biol Yunnan Prov, Mengzi 661199, Yunnan, Peoples R China

[2] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resources, Kunming 650091, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 29期

基金：

中国国家自然科学基金;

关键词：

Three-component; Heterocyclic ketene aminals; Catalyst-free; C-C bond cleavage; HETEROCYCLIC KETENE AMINALS; COUPLED FOLATE TRANSPORTER; C BOND ACTIVATION; SOLVENT-FREE; MULTICOMPONENT REACTIONS; 4-COMPONENT SYNTHESIS; EFFICIENT SYNTHESIS; DERIVATIVES; INHIBITORS; CONSTRUCTION;

D O I：

10.1016/j.tet.2015.05.067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-component domino [3+2] cyclization for the synthesis of new multi-functional fused pyrroles has been developed via reaction of heterocyclic ketene aminals (HKAs) 1 with arylglyoxal monohydrates 2 and 1,3-diphenylpropane-1,3-dione 3 under catalyst-free conditions in ethanol. In the one-step domino reaction, one C-N bond and two C-C bonds were formed and one C-C bond was cleaved. The established protocol is advantageous in providing excellent regioselectivity and concise one-pot methodology with the use of environmentally friendly solvents and readily available starting materials. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：4745 / 4751

页数：7

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