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

Catalyst-free three-component domino reactions for regioselective synthesis of multi-functional fused pyrroles
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无催化剂三组分多米诺反应区域选择性合成多功能稠合吡咯

DOI:
10.1016/j.tet.2015.05.067
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发表时间:
2015-07-22
期刊:
影响因子:
2.1
通讯作者:
Lin, Jun
Lin, Jun
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Xue-Bing;Yan, Sheng-Jiao;Lin, Jun

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以杂环烯酮缩胺(HKA)1、芳基乙二醛一水合物2和1,3-二苯基丙烷-1,3-二酮3为原料,在无催化剂条件下,通过三组分多米诺[3+2]环化反应合成了新的多功能稠合吡咯。在一步多米诺反应中,形成一个C-N键和两个C-C键,一个C-C键断裂。所建立的协议是有利的,在提供良好的区域选择性和简洁的一锅法与使用环境友好的溶剂和容易获得的起始材料。(C)2015爱思唯尔有限公司版权所有。
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.