Reaction of 3/2-formylindoles with TOSMIC: formation of indolyloxazoles and stable indolyl primary enamines

Reaction of 3/2-formylindoles with TOSMIC: formation of indolyloxazoles and stable indolyl primary enamines
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DOI:
10.1016/j.tet.2004.12.022
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发表时间:
2005-02-14
期刊:
影响因子:
2.1
通讯作者:
Takayanagi, H
Takayanagi, H
中科院分区:
化学3区
文献类型:
--
作者:
Chakrabarty, M;Basak, R;Takayanagi, H

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3-芳基吲哚及其 1-取代和 1,5-二取代衍生物与 TOSMIC 在碳酸钾存在下在甲醇中回流反应,得到 5-(3'-吲哚基)恶唑、新的稳定 E-2-(3'-吲哚基)-2-甲苯磺胺和 N-[2-(3'-吲哚基)-1,2-二甲氧基]乙基甲酰胺的两种非对映异构体。相反,2-甲酰粪臭素提供N-(1-甲苯磺酰基-2-粪臭素基)乙烯基甲酰胺。 (C) 2004 Elsevier Ltd. 保留所有权利。
3-Fonnylindole and its 1-substituted and 1,5-disubstituted derivatives react with TOSMIC in presence of potassium carbonate in methanol under reflux to furnish 5-(3'-indolyl)oxazoles, new stable E-2-(3'-indolyl)-2-tosylethenamines and two diastereomers of N-[2-(3'-indolyl)- 1,2-dimethoxy]ethylformamides. In contrast, 2-formylskatole furnishes N-(1-tosyl-2-skatolyl)ethenylformamide. (C) 2004 Elsevier Ltd. All rights reserved.