Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide

Ruturajsinh M. Vala; Divyang M. Patel; Mayank G. Sharma; Hitendra M. Patel

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Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide

机译：芳基庞大基团对醛腈和N-取代的2-氰基乙酰胺的醛1罐反应的影响

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In this study, we successfully explored the effect of steric hindrance on the one-pot reaction of different aryl aldehydes with malononitrile and N -substituted 2-cyanoacetamide in the presence of piperidinium acetate as the catalyst. It involved the Knoevenagel condensation of the aldehyde and malononitrile to produce arylidene malononitrile as an intermediate, which was further treated with N -substituted 2-cyanoacetamide to give 6-amino-2-pyridone-3,5-dicarbonitrile derivatives when the less steric bulky group was involved. High steric hindrance changed the earlier reaction route and gave N -substituted 2-cyanoacrylamides via a slower route.

机译：在这项研究中，我们成功地探讨了空间障碍在乙酸哌啶的存在下与丙二腈和N-二氰基乙酰胺在乙酸哌啶作为催化剂的存在下的不同芳基醛的一锅反应。它涉及醛和丙二腈的knoevenagel缩合以产生亚氨基丙烯腈作为中间体，用N-二氯酰胺进一步处理，得到6-氨基-2-吡啶-3,5-二羰基腈衍生物，当较低的笨重小组参与其中。高空间障碍改变了较早的反应途径，并通过较慢的路线给予N-仲丁2-氰基丙烯酰胺。

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《RSC Advances》 |2019年第49期|共8页
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Ruturajsinh M. Vala; Divyang M. Patel; Mayank G. Sharma; Hitendra M. Patel;
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1. Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide [J] . RSC Advances . 2019,第49期

机译：芳基庞大基团对醛腈和N-取代的2-氰基乙酰胺的醛1罐反应的影响
2. Synthesis of 1,2,4,5-tetrasubstituted imidazoles and 2,4,5,6-tetrasubstituted pyrimidines: three-component, the one-pot reaction of arylamidines, malononitrile, and arylglyoxals or aryl aldehydes [J] . Mehrabi Hossein, Hajipour Mina, Rezazadeh-Jabalbarezi Fatemeh, Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2020,第9期

机译：1,2,4,5-四氢吡啶唑和2,4,5,6-四取代嘧啶的合成：三分组分，芳基脒，丙二腈和芳基乙醛或芳基醛的单罐反应
3. One-Pot, Three-Component Synthesis of 1,8-Naphthyridine Derivatives from Heterocyclic Ketene Aminals, Malononitrile Dimer, and Aryl Aldehydes [J] . Sun Feilong, Zhu Fengjuan, Shao Xusheng, Synlett . 2015,第16期

机译：一锅三组分合成1,8-萘啶杂环杂环戊烷缩醛，丙二腈二聚体和芳醛
4. Negative chemical amplification resist systems based on polyhydroxystyrenes and N-substituted imides or aldehydes [C] . Hiroshi Ito, IBM/Almaden Research Ctr., San Jose, Advances in Resist Technology and Processing VIII . 1991

机译：基于聚羟基苯乙烯和N-取代的酰亚胺或醛的负化学放大抗蚀剂系统
5. Part I. Asymmetric hydrosilylation of acetophenone using titanium catalysts. Part II. Synthesis of water-soluble palladacycles and their applications to the Suzuki reaction. Part III. Rhodium-catalyzed addition of aryl and alkenylboronic acids to aldehyde [D] . Huang, Rongcai. 2005

机译：第一部分：使用钛催化剂的苯乙酮不对称氢化硅烷化。第二部分水溶性palladacycles的合成及其在铃木反应中的应用。第三部分铑催化的芳基和烯基硼酸加成醛
6. A Novel Synthesis of Highly Functionalized Pyridines by a One-Pot Three-Component Tandem Reaction of Aldehydes Malononitrile and N-Alkyl-2-cyanoacetamides under Microwave Irradiation [O] . Ramadan Ahmed Mekheimer, Mariam Abdullah Al-Sheikh, Hanadi Yousef Medrasi, 2018

机译：微波辐射下醛丙二腈和N-烷基-2-氰基乙酰胺的一锅三组分串联反应新型合成高官能度吡啶
7. One-pot synthesis of functionalized pyrazolo3,4-cpyrazoles by reaction of 2-cyano-N-methyl-acrylamide, aryl aldehyde, and hydrazine hydrate [O] . Sara Asadi, Farzaneh Alizadeh-Bami, Hossein Mehrabi 2020

机译：用2-氰基 - 甲基 - 丙烯酰胺，芳基醛和肼水合物反应的官能化吡唑唑3,4-C吡唑的合成

Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide

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