One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a] pyridines

Kaswan Pinku; Pericherla Kasiviswanadharaju; Saini Hitesh Kumar; Kumar Anil

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One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a] pyridines

机译：单壶，三组分串联反应2-氨基吡啶，苯乙酮和醛：合成3- aroylimidazo [1,2-a]吡啶

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A facile synthesis of 3-aroylimidazo[1,2-a] pyridine derivatives has been achieved through the one-pot, three-component tandem reaction of acetophenones, arylaldehydes and 2-aminopyridines in the presence of a catalytic amount of copper(II) chloride and air as the sole oxidant. The developed one-pot method is atom-economical and utilizes readily available precursors to offer highly functionalized N-fused imidazoles in moderate to good yields (26-82%). The presented tandem process is expected to proceed via crossed aldol condensation, Michael addition, copper catalyzed oxidative cyclization and subsequent aromatization.

机译：通过单罐，三组分串联反应在催化量的铜（II）存在下，通过单罐，三组分串联反应来实现3- aroylimidazo [1,2-A]吡啶衍生物的容纳合成。在催化量的铜（II）存在下，实现了促粒子，芳基醛和2-氨基吡啶氯化物和空气作为唯一的氧化剂。开发的单壶方法是原子经济的，利用易于使用的前体，以中等至良好的产量（26-82％）提供高官能化的N稠合咪唑。预计所提出的串联工艺将通过交叉的醛醇缩合，迈克尔添加，铜催化的氧化环化和随后的芳族化进行。

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《RSC Advances》 |2015年第5期|共8页
作者
Kaswan Pinku; Pericherla Kasiviswanadharaju; Saini Hitesh Kumar; Kumar Anil;
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作者单位

Birla Inst Technol &

Sci Dept Chem Pilani 333031 Rajasthan India;

Birla Inst Technol &

Sci Dept Chem Pilani 333031 Rajasthan India;

Birla Inst Technol &

Sci Dept Chem Pilani 333031 Rajasthan India;

Birla Inst Technol &

Sci Dept Chem Pilani 333031 Rajasthan India;

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正文语种 eng
中图分类化学;
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1. One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a] pyridines [J] . Kaswan Pinku, Pericherla Kasiviswanadharaju, Saini Hitesh Kumar, RSC Advances . 2015,第5期

机译：单壶，三组分串联反应2-氨基吡啶，苯乙酮和醛：合成3- aroylimidazo [1,2-a]吡啶
2. Synthesis of imidazo[1,2-a]pyridines in a sequential one-pot Groebke-Blackburn modification using 2-aminopyridines, aldehydes and amines [J] . Flesch D., Sciubert-Zsilavecz M. Die Pharmazie . 2015,第8期

机译：使用2-氨基吡啶，醛和胺的连续一锅Groebke-Blackburn修饰合成咪唑并[1,2-a]吡啶
3. Iron(III)-catalyzed synthesis of 3-aroylimidazo[1,2-a]pyridines from 2-aminopyridines and ynals [J] . Chen Zhengwang, Liu Botao, Liang Pei, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2018,第7期

机译：铁（III） - 来自2-氨基吡啶和YNALS的3- aroylimidazo [1,2-A]吡啶的合成合成
4. A Novel One-Pot Five-Component Synthesis of Tetrahydro-pyrrolo3,4-b pyridine-5-one via Ugi/Aza-Diels-Alder Tandem Reaction [C] . Yan Liu, Tianyi Shang, Chuanming Xu, International conference on applied biotechnology . 2015

机译：通过Ugi / Aza-Diels-Alder串联反应合成新颖的一锅五组分四氢吡咯并3,4-b吡啶-5-酮
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 2-Phenylimidazo[1,2-α]pyridines from Acetophenone, [Bmim]Br3 and 2-Aminopyridine under Solvent-Free Conditions [O] . Jian-Ping Xu, Zong-Bo Xie, Zhang-Gao Le 2012

机译：在无溶剂条件下由苯乙酮，[Bmim] Br3和2-氨基吡啶一锅法合成2-苯基咪唑并[1,2-＃945;]吡啶

One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a] pyridines

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