Synthesis of (aryl/heteroaryl)-(6-(aryl/heteroaryl)pyridin-3-yl)methanones

被引：0
作者：
Dinesh Addla
Srinivas Kantevari
机构：
[1] CSIR-Indian Institute of Chemical Technology,Crop Protection Chemicals Division, (Organic Chemistry Division
来源：
Research on Chemical Intermediates | 2015年 / 41卷
关键词：
Condensation; β-Enaminones; Pyridine; Cerium chloride; Michael addition; Cyclodehydration;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
One-pot condensation of aryl/heteroaryl β-enaminones and ammonium acetate in the presence of CeCl3·7H2O–NaI led to the formation of novel (aryl/heteroaryl)(6-(aryl/heteroaryl)pyridin-3-yl)methanone in very good yields. Mechanistically, the reaction proceeds via tandem, regioselective Michael addition–cyclodehydration–elimination sequence.
引用
收藏
页码：3759 / 3765
页数：6
相关论文
共 50 条
[41]   Triheterocyclic thiadiazepine derivatives of pharmacological interest:: Synthesis of 2-aryl-4-[p-(2,3-dihydro-5-methyl-2-oxo-1,3,4-oxadiazol-3-yl)phenyl]-6-(un)substituent-1",2",4"-triazolo[3",4"-b]-1′,3′,4′-thiadiazepine [J].
Kamble, R ;
Sudha, B .
CHINESE JOURNAL OF CHEMISTRY, 2006, 24 (01) :129-134
[42]   6-Hydrazinonicotinic acid hydrazide: a useful precursor for chemo- and regioselective synthesis of new heteroaryl-linked pyridinohydrazones [J].
Bonacorso, Helio G. ;
Paim, Gisele R. ;
Porte, Liliane M. F. ;
Pittaluga, Everton P. ;
Martins, Marcos A. P. ;
Zanatta, Nilo .
ARKIVOC, 2012, :214-225
[43]   An efficient and practical synthesis of 2-((1H-indol-3-yl)(aryl)methyl)malononitriles under ultrasound irradiation [J].
Li, Ji-Tai ;
Lin, Zhi-Ping .
ULTRASONICS SONOCHEMISTRY, 2008, 15 (04) :265-268
[44]   Synthesis, characterization and antimicrobial activity of new chalcones and their 6-aryl-4-(2,5-dichlorothiophen-3-yl)-6H-1,3-thiazin-2-amine derivatives [J].
Al-Refai, Mahmoud ;
Ibrahim, Mohammad M. ;
Alsohaili, Sohail ;
Geyer, Armin .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2017, 192 (05) :560-564
[45]   Synthesis and Evaluation of Compounds Containing 4-arylpiperazinyl Moieties Linked to a 2-(pyridin-3-yl)-1H-benzimidazole as p38 MAP Kinase Inhibitors [J].
Ali, Mohamed Ashraf ;
Osman, Hasnah ;
Kumar, Raju Suresh ;
Almansour, Abdulrahman I. ;
Arumugam, Natarajan ;
Masand, Vijay H. ;
Panneerselvam, Theivendren .
LETTERS IN DRUG DESIGN & DISCOVERY, 2016, 13 (07) :691-696
[46]   Practical Enantioselective Synthesis of a 3-Aryl-3-trifluoromethyl-2-aminopropanol Derivative [J].
Alimardanov, Asaf ;
Nikitenko, Antonia ;
Connolly, Terrence J. ;
Feigelson, Gregg ;
Chan, Anita W. ;
Ding, Zhixian ;
Ghosh, Mousumi ;
Shi, Xinxu ;
Ren, Jianxin ;
Hansen, Eric ;
Farr, Roger ;
MacEwan, Michael ;
Tadayon, Sam ;
Springer, Dane M. ;
Kreft, Anthony F. ;
Ho, Douglas M. ;
Potoski, John R. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (06) :1161-1168
[47]   Crystal structure and Hirshfeld surface analysis of dimethyl 2-oxo-4-(pyridin-2-yl)-6-(thiophen-2-yl)cyclohex-3-ene-1,3-dicarboxylate [J].
Naghiyev, Farid N. ;
Khrustalev, Victor N. ;
Akkurt, Mehmet ;
Huseynov, Elnur Z. ;
Bhattarai, Ajaya ;
Khalilov, Ali N. ;
Mamedov, Ibrahim G. .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2024, 80 :654-+
[48]   SYNTHESIS OF HIGHLY FUNCTIONALIZED THIOPHENES - 4-ARYL-3-CARBOXYLATE DERIVATIVES [J].
COPPOLA, GM ;
DAMON, RE ;
YU, H .
SYNLETT, 1995, (11) :1143-&
[49]   Synthesis and characterization of metal dithiocarbamate derivatives of 3-((pyridin-2-yl)methylamino)propanenitrile: Crystal structure of [3-((pyridin-2-yl)methylamino)propanenitrile dithiocarbamato] nickel (II) [J].
Halimehjani, Azim Ziyaei ;
Torabi, Saeedeh ;
Amani, Vahid ;
Notash, Behrouz ;
Saidi, Mohammad Reza .
POLYHEDRON, 2015, 102 :643-648
[50]   Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-oxadiazoles and-1,3,4-thiadiazoles [J].
Samsonenko, Anna L. ;
Kostyuchenko, Anastasia S. ;
Zheleznova, Tatyana Y. ;
Uliankin, Evgenii B. ;
Chernenko, Sergei A. ;
Shuvalov, Vladislav Y. ;
Shatsauskas, Anton L. ;
Fisyuk, Alexander S. .
SYNLETT, 2025, 36 (12) :1765-1769
12345