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在微波辐射下通过α-亚氨基酯衍生物的分子内环化反应进行无溶剂内酰胺合成。

Solventless lactam synthesis by intramolecular cyclizations of alpha-iminoester derivatives under microwave irradiation.

作者信息

Zradni Fatima-Zohra, Hamelin Jack, Derdour Aicha

机构信息

Faculté des Sciences, Département de Chimie, Université d'Es-sénia, Oran, B.P 1524, Algeria.

出版信息

Molecules. 2007 Mar 12;12(3):439-54. doi: 10.3390/12030439.

Abstract

We have previously reported a new synthesis of amides from esters and amines under microwave irradiation, offering much higher yields than those achieved with conventional heating [1]. We have now extended these studies to the ring closure of neat iminoesters I2, I3 and I4-I6 to give five- and six-membered ring lactams L5, L6 and larger lactams L7-L9 (where I means imine and L means lactam), respectively, under both classical heating conditions and microwave irradiation.

摘要

我们之前报道过在微波辐射下由酯类和胺类合成酰胺的新方法,该方法比传统加热方法的产率高得多[1]。现在,我们将这些研究扩展到在经典加热条件和微波辐射下,使纯亚胺酯I2、I3以及I4 - I6分别闭环生成五元环内酰胺L5、六元环内酰胺L6以及更大的内酰胺L7 - L9(其中I表示亚胺,L表示内酰胺)。

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本文引用的文献

1
Microwaves in organic synthesis. Thermal and non-thermal microwave effects.
Chem Soc Rev. 2005 Feb;34(2):164-78. doi: 10.1039/b411438h. Epub 2005 Jan 12.
2
Controlled microwave heating in modern organic synthesis.
Angew Chem Int Ed Engl. 2004 Nov 26;43(46):6250-84. doi: 10.1002/anie.200400655.
4
Highly enantioselective Ag(i)-catalyzed [3 + 2] cycloaddition of azomethine ylides.
J Am Chem Soc. 2002 Nov 13;124(45):13400-1. doi: 10.1021/ja025969x.
5
Manganese(III)-Based Oxidative Free-Radical Cyclizations.
Chem Rev. 1996 Feb 1;96(1):339-364. doi: 10.1021/cr950026m.
6
Reagent-controlled transition-metal-catalyzed radical reactions.
Chem Rev. 2000 Aug 9;100(8):2771-88. doi: 10.1021/cr9902648.

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