An efficient synthesis of new imidazo[1,2-a]pyridine-6-carbohydrazide and pyrido[1,2-a]pyrimidine-7-carbohydrazide derivatives via a five-component cascade reaction

Hosseini Hajar; Bayat Mohammad

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An efficient synthesis of new imidazo[1,2-a]pyridine-6-carbohydrazide and pyrido[1,2-a]pyrimidine-7-carbohydrazide derivatives via a five-component cascade reaction

机译：通过五分组分级联反应有效地合成新的咪唑和新咪唑[1,2-A]吡啶-6-碳水化物和吡啶[1,2-A]嘧啶-7-碳酰肼衍生物

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A highly efficient and straightforward synthesis of N-fused heterocyclic compounds including N-(1-(4-nitrophenyl)ethylidene)imidazo[1,2-a]pyridine-6-carbohydrazide and N-(1-(4-nitrophenyl)ethylidene)pyrido[1,2-a]pyrimidine-7-carbohydrazide derivatives is successfully achieved via a five-component cascade reaction utilizing cyanoacetohydrazide, 4-nitroacetophenone, 1,1-bis(methylthio)-2-nitroethylene and various diamines in a mixture of water and ethanol. The new efficient domino protocol involving a sequence of N,N-acetal formation, Knoevenagel condensation, Michael reaction, imine-enamine tautomerization and N-cyclization as key steps. The merit of this catalyst free approach is highlighted by its easily available starting materials, operational simplicity, clean reaction profile, the use of environmentally benign solvents and tolerance of a wide variety of functional groups.

机译：具有N-（1-（4-（4-硝基苯基）乙基吡啶-6-碳酰肼和N-（1-（4-（4-硝基苯基）亚乙基乙烯的N-（4-（4-硝基苯基）乙基乙烯 - 6-碳水化合物和N-（1-（4-（4-硝基苯基）亚乙基乙烯的高效和直接合成）通过使用氰基丙酰肼，4-硝基乙酮，1,1-双（甲硫基）-2-硝基甲基和混合物中的各二胺，通过五分级级联反应成功实现吡啶酰胺-7-碳水化合物衍生物。水和乙醇。涉及N，N-缩醛形成，KNOEVENAGER缩合，迈克尔反应，亚胺 - 烯胺互变异的序列的新的高效Domino协议和N-环化作为关键步骤。通过其易于可用的原料，操作简单性，清洁反应概况，使用环境良性溶剂和各种官能团的耐受性，突出了这种自由方法的优点。

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《RSC Advances》 |2019年第13期|共10页
作者
Hosseini Hajar; Bayat Mohammad;
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Imam Khomeini Int Univ Fac Sci Dept Chem Qazvin Iran;

Imam Khomeini Int Univ Fac Sci Dept Chem Qazvin Iran;

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正文语种 eng
中图分类化学;
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1. An efficient synthesis of new imidazo[1,2-a]pyridine-6-carbohydrazide and pyrido[1,2-a]pyrimidine-7-carbohydrazide derivatives via a five-component cascade reaction [J] . Hosseini Hajar, Bayat Mohammad RSC Advances . 2019,第13期

机译：通过五分组分级联反应有效地合成新的咪唑和新咪唑[1,2-A]吡啶-6-碳水化物和吡啶[1,2-A]嘧啶-7-碳酰肼衍生物
2. Domino reaction of acyclic alpha,alpha-dialkenoylketene S,S-acetals and diamines: Efficient synthesis of tetracyclic thieno[2,3-b]thiopyran-fused imidazo[1,2-a]pyridine/pyrido[1,2-a]pyrimidines [J] . Liang F, Zhang J, Tan J, Advanced synthesis & catalysis . 2006,第14期

机译：无环α，α-二烯基烯酮S，S-乙缩醛和二胺的多米诺反应：四环噻吩并[2，3-b]硫吡喃稠合的咪唑并[1,2-a]吡啶/吡啶[1,2-a]的高效合成嘧啶类
3. Reactions with Hydrazonoyl Halides 62: Synthesis and Antimicrobial Evaluation of Some New Imidazo [1,2-a]pyrimidine, Imidazo [1,2-a]pyridine, Imdazo [1,2-b]pyrazole, and Quinoxaline Derivatives [J] . Abdou O. Abdelhamid, Eman K. A. Abdelall, Yasser H. Zaki Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2010,第2期

机译：与对羟基苯甲酰卤的反应：某些新型咪唑并[1,2-a]嘧啶，咪唑并[1,2-a]吡啶，咪唑并[1,2-b]吡唑和喹喔啉衍生物的合成和抗菌评估
4. Crystallographic structure analysis of 2,7-dimethyl-3-chloro-4H-pyrido1,2-a pyrimidin -4-one [C] . Priyanka Kanwal, Ravinder Kour, Hans Raj, International Conference on Condensed Matter and Applied Physics . 2020

机译：2,7-二甲基-3-氯-4H-吡啶的晶体结构分析1,2-A嘧啶-4-一
5. I. SYNTHETIC APPROACHES TO SUBSTITUTED 2-OXABICYCLO(3.2.1)OCTANE DERIVATIVES AND II. THE SYNTHESIS OF 1-SUBSTITUTED DERIVATIVES OF ANHYDRO (3-CHLOROACETYL-2-HYDROXYIMIDAZO(1,2-A)PYRIDINIUM HYDROXIDE). [D] . FRIEDMAN, ALAN E. 1973

机译：I.取代2-氧杂双环（3.2.1）正己烷衍生物的合成方法和II。合成1-取代的酸酐（3-氯乙酰基-2-羟基咪唑并（1,2-A）吡啶鎓氢氧化物）。
6. Development of Novel and Efficient Processes for the Synthesis of 5-Amino and 5-Iminoimidazo[1,2-a]imidazoles via Three-Component Reaction Catalyzed by Zirconium(IV) Chloride [O] . Mohsine Driowya, Régis Guillot, Pascal Bonnet, 1970

机译：氯化锆（IV）催化三组分反应合成5-氨基和5-氨基咪唑并[1,2-a]咪唑的新颖高效方法的进展
7. An efficient synthesis of new imidazo1,2-apyridine-6-carbohydrazide and pyrido1,2-apyrimidine-7-carbohydrazide derivatives via a five-component cascade reaction [O] . Hajar Hosseini, Mohammad Bayat 2019

机译：通过五分组分级联反应有效地合成新的咪唑和新咪唑1,2-A吡啶-6-碳水化物和吡啶1,2-A嘧啶-7-碳酰肼衍生物

An efficient synthesis of new imidazo[1,2-a]pyridine-6-carbohydrazide and pyrido[1,2-a]pyrimidine-7-carbohydrazide derivatives via a five-component cascade reaction

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