Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)(2)-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides

Chi Yue; Xu Ling; Du Shanshan; Yan Haihan; Zhang Wen-Xiong; Xi Zhenfeng

首页> 外文期刊>Chemistry: A European journal >Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)(2)-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides

【24h】

Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)(2)-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides

机译：Zn（OTf）（2）催化的鸟嘌呤化/酰胺化反应从现成的氨基酸酯和碳二亚胺合成及机理研究

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

The Zn(OTf)(2)-catalyzed guanylation/amidation from readily available amino acid esters and carbodiimides is achieved to provide efficiently various cyclic oxoguanidines, including 2-amino-1H-imidazol-5(4H)-ones and 2-aminoquinazolin-4(3H)-ones in medium-to-high yields. It is the first time that an ammonium salt has been used in a guanylation reaction. The application of cyclic oxoguanidines to provide the conjugated heterocyclic compounds via oxidative CN formation or aldol reaction is explored. The reaction mechanism is well elucidated by the isolation and characterization of three important intermediates.

机译：Zn（OTf）（2）催化的胍基化/酰胺化反应可从容易获得的氨基酸酯和碳二亚胺中获得，以有效地提供各种环状氧代胍，包括2-amino-1H-imidazol-5（4H）-one和2-aminoquinazazolin-中高产量的4（3H）-一。这是首次在鸟苷酸化反应中使用铵盐。探索了环氧代胍通过氧化CN形成或醛醇缩合反应提供共轭杂环化合物的应用。通过三种重要中间体的分离和表征很好地阐明了反应机理。

著录项

来源
《Chemistry: A European journal》 |2015年第29期|共10页
作者
Chi Yue; Xu Ling; Du Shanshan; Yan Haihan; Zhang Wen-Xiong; Xi Zhenfeng;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类
关键词
amino acid esters; carbodiimides; cyclic oxoguanidines; cyclization; guanylation;

机译：氨基酸酯;碳二亚胺;环氧代胍;环化;鸟苷酸化;

相似文献

外文文献
中文文献
专利

1. Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)(2)-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides [J] . Chi Yue, Xu Ling, Du Shanshan, Chemistry: A European journal . 2015,第29期

机译：Zn（OTf）（2）催化的鸟嘌呤化/酰胺化反应从现成的氨基酸酯和碳二亚胺合成及机理研究
2. Zn(OTf)_2-catalyzed addition of amines to carbodiimides: efficient synthesis of guanidines and unpredicted formation of Zn-N amido species [J] . Dongzhen Li, Jie Guang, Wen-Xiong Zhang, Organic & biomolecular chemistry . 2010,第8期

机译：Zn（OTf）_2催化的胺加到碳二亚胺中：胍的有效合成和Zn-N酰胺基物种的不可预测形成
3. An efficient synthesis of beta-amino esters via Zn(OTf)_2-catalyzed Mannich-type reaction [J] . Wang-Ge Shou, Yun-Yun Yang, Yan-Guang Wang Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2006,第11期

机译：通过Zn（OTf）_2催化的曼尼希型反应有效合成β-氨基酯
4. Microwave Assisted Amidation of 5-Aminoisophtalic Acid Dimethyl Ester Catalyzed by Imidazolium Ionic Liquids [C] . Anita Alni, Alyssa Pratiwi Putri International Conference on the Frontier in Molecular Sciences . 2021

机译：微波辅助胺化由咪唑鎓离子液体催化的5-氨基异视酸二甲酯
5. I. Synthesis of alpha-amino acid esters. Dynamic kinetic resolution of zirconaaziridines with an optically active carbon dioxide synthon. II. Mechanism of alpha-amino amidine formation from zirconaaziridines and carbodiimides. [D] . Tunge, Jon Alan. 2000

机译：I.α-氨基酸酯的合成。氧化锆氮杂环丁烷与旋光二氧化碳合成子的动态动力学拆分。二。由氧化锆氮丙啶和碳二亚胺形成α-氨基am的机理。
6. Highly Efficient Synthesis of Substituted 34-Dihydropyrimidin-2-(1H)-ones (DHPMs) Catalyzed by Hf(OTf)4: Mechanistic Insights into Reaction Pathways under Metal Lewis Acid Catalysis and Solvent-Free Conditions [O] . Rui Kong, Shuai-Bo Han, Jing-Ying Wei, 2019

机译：Hf（OTf）4催化的高效取代34-二氢嘧啶-2-（1H）-ones（DHPMs）合成：金属路易斯酸催化和无溶剂条件下反应途径的机理研究
7. Efficient Synthesis of Maleimides and Carbazoles via Zn(OTf)2-Catalyzed Tandem Annulations of Isonitriles and Allenic Esters [O] . -1

机译：通过Zn（OTF）2催化的异腈和甲型酯的二氧化酰亚胺和咔唑的高效合成
8. Synthesis of Some N-Carboxy Methyl Amino Acid Esters and an Attempt to Prepare Di-(N-Carboxy Methyl Amino Acids Esters)-Sulphones for Possible Antimicrobial Activity [R] . Pasha, T. 1989

机译：一些N-羧甲基氨基酸酯的合成和尝试制备二 - （N-羧甲基氨基酸酯） - 可能的抗菌活性的手机

相关主题

Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)(2)-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides

摘要

著录项

相似文献

相关主题

期刊订阅