Copper(II) acetate mediated conversion of ortho aminomethyl substituted isoquinolines to bis(isoquinolylcarbonyl)amides

Sahu R.; Fulwa V.K.; Jena H.S.; Manivannan V.

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Copper(II) acetate mediated conversion of ortho aminomethyl substituted isoquinolines to bis(isoquinolylcarbonyl)amides

机译：乙酸铜（II）介导的氨基甲基甲基取代的异喹啉向双（异喹啉基羰基）酰胺的转化

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An ethanolic solution of ortho aminomethyl substituted isoquinolines, on stirring in air with half equivalent of [Cu(OAc) _2(H _2O)], afforded [Cu(1-L)(OAc)] (1) and [Cu(3-L)(OAc)] (2) {1-L = bis(1- isoquinolylcarbonyl)amide ion and 3-L = bis(3-isoquinolylcarbonyl)amide ion}. This reaction involves the oxidation of a methylene group and the formation of a bond between nitrogen and carbon in N-C(O) through coupling. The free ligands can be isolated as crystalline solids from compounds 1-2, by extrusion of the Cu ~(2+) ion using EDTA ~(2-). The molecular structure of 1·2.5H _2O has been established and the copper(II) center has a pseudo square-planar N _3O environment. A packing diagram shows the existence of a centrosymmetric dimer in which two copper centers are intermolecularly linked by the O2 atom of the amide function, leading to a Cu _2O _2 unit.

机译：在空气中与半当量的[Cu（OAc）_2（H _2O）]搅拌下，邻氨基甲基取代的异喹啉的乙醇溶液得到[Cu（1-L）（OAc）]（1）和[Cu（3- L）（OAc）]（2）{1-L ＝双（1-异喹啉基羰基）酰胺离子和3-L ＝双（3-异喹啉基羰基）酰胺离子}。该反应涉及亚甲基的氧化和通过偶联在N-C（O）中氮和碳之间形成键。游离配体可通过使用EDTA〜（2-）挤压Cu〜（2+）离子从化合物1-2中分离为结晶固体。建立了1·2.5H _2O的分子结构，铜（II）中心具有拟方平面的N _3O环境。堆积图显示了中心对称二聚体的存在，其中两个铜中心通过酰胺官能团的O2原子分子间连接，从而形成Cu _2O _2单元。

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来源
《Polyhedron: The International Journal for Inorganic and Organometallic Chemistry》 |2012年第1期|共4页
作者
Sahu R.; Fulwa V.K.; Jena H.S.; Manivannan V.;
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正文语种 eng
中图分类无机化学;
关键词
Bis(carbonyl)amide; Copper(II); Isoquinoline; N-C coupling; Oxidation;

机译：双（羰基）酰胺;铜（II）;异喹啉;N-C偶联;氧化;

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1. Copper(II) acetate mediated conversion of ortho aminomethyl substituted isoquinolines to bis(isoquinolylcarbonyl)amides [J] . Sahu R., Fulwa V.K., Jena H.S., Polyhedron: The International Journal for Inorganic and Organometallic Chemistry . 2012,第1期

机译：乙酸铜（II）介导的氨基甲基甲基取代的异喹啉向双（异喹啉基羰基）酰胺的转化
2. Erratum: Conversion of 2-(aminomethyl) substituted pyridine and quinoline to their dicarbonyldiimides using copper(II) acetate (Inorganica Chimica Acta 363 (2010) 1448-1454) [J] . Sahu R., Padhi S.K., Jena H.S., Inorganica Chimica Acta . 2011,第1期

机译：勘误表：使用乙酸铜（II）将2-（氨基甲基）取代的吡啶和喹啉转化为其二羰基二酰亚胺（Inorganica Chimica Acta 363（2010）1448-1454）
3. Conversion of 2-(aminomethyl) substituted pyridine and quinoline to their dicarbonyldiimides using copper(II) acetate [J] . Sahu R, Padhi SK, Jena HS, Inorganica Chimica Acta . 2010,第7期

机译：用乙酸铜（II）将2-（氨基甲基）取代的吡啶和喹啉转化为二羰基二酰亚胺
4. Synthesis and Characterization of Tetrakis-aqua-bis-isonicotin-amide(itmd)nickel(II) Sulfate [C] . S B Rahardjo, S Hastuti, N Amanati International Conference on Advanced Materials for Better Future . 2018

机译：硫酸甘油（ITMD）硫酸盐（ITMD）硫酸盐（ITMD）硫酸盐的合成与表征
5. Relationship between ligand structure and reactivity for copper(II) complex mediated hydrolysis of phosphate diesters, carboxylic esters, and amides. Part~I. Hydrolysis of phosphate diesters promoted by copper(II) complexes. Part~II. Hydrolysis of carboxylic esters and amides catalyzed by copper(II) complexes. [D] . Jubian, Vrej. 1991

机译：铜（II）配合物介导的磷酸二酯，羧酸酯和酰胺水解的配体结构与反应性之间的关系。第一部分铜（II）配合物促进的磷酸二酯的水解。第二部分铜（II）配合物催化的羧酸酯和酰胺的水解。
6. Design synthesis and antiprotozoal evaluation of new24-bis(substituted-aminomethyl)phenylquinoline13-bis(substituted-aminomethyl)phenylisoquinoline and24-bis(substituted-aminomethyl)phenylquinazoline derivatives [O] . Jean Guillon, Anita Cohen, Clotilde Boudot, 2020

机译：新产品的设计合成和抗原生动物评估24-双（取代的氨基甲基）苯基喹啉13-双（取代的氨基甲基）苯基异喹啉和24-双（取代-氨基甲基）苯基喹唑啉衍生物
7. Synthetic studies on isoquinoline alkaloids. II. Selective conversion of 3,9,10-substituted tetrahydroprotoberberines into 3,9,10-substituted 5,6,7,8,13,14-hexahydrodibenz(c,g)azecines. [O] . WATARU NAGATA, KYO OKADA, HIROSHI ITAZAKI, 1975

机译：异喹啉生物碱的合成研究。 II。选择性转化3,9,10-取代的四氢产蛋白伯霉素，进入3,9,10-取代的5,6,7,8,13,14-六氢二苯肼（C，G）三元。

Copper(II) acetate mediated conversion of ortho aminomethyl substituted isoquinolines to bis(isoquinolylcarbonyl)amides

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