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
收藏
页码：4745 / 4751
页数：7
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