Formation of Csp2-N bond under metal-catalyst-free conditions for the synthesis of pyridopyrazoloquinazoline derivatives

作者: Chao Li , Wen-Qiang Lu , Mei-Mei Zhang , Xiang-Shan Wang

DOI: 10.1007/S00706-015-1547-Z

关键词:

摘要: A series of pyrido[2′,3′:3,4]pyrazolo[5,1-b]quinazolin-10(12H)-one derivatives were obtained by a reaction 2-aminobenzohydrazides and 2-chloropyridine-3-carbaldehydes catalyzed iodine in the presence Cs2CO3. feature procedure is formation Csp2-N bond under metal-catalyst-free conditions.

参考文章(27)
Mauro Angiolini, Patrizia Banfi, Elena Casale, Francesco Casuscelli, Claudio Fiorelli, Maria B. Saccardo, Marco Silvagni, Fabio Zuccotto, Structure-Based Optimization of Potent Pdk1 Inhibitors. Bioorganic & Medicinal Chemistry Letters. ,vol. 20, pp. 4095- 4099 ,(2010) , 10.1016/J.BMCL.2010.05.070
Malcolm W. Moon, Jeanette K. Morris, Richard F. Heier, Connie G. Chidester, William E. Hoffmann, Montford F. Piercey, John S. Althaus, Philip F. VonVoigtlander, Dawna L. Evans, Dopaminergic and serotonergic activities of imidazoquinolinones and related compounds. Journal of Medicinal Chemistry. ,vol. 35, pp. 1076- 1092 ,(1992) , 10.1021/JM00084A013
Sabrina Taliani, Isabella Pugliesi, Elisabetta Barresi, Silvia Salerno, Christophe Marchand, Keli Agama, Francesca Simorini, Concettina La Motta, Anna Maria Marini, Francesco Saverio Di Leva, Luciana Marinelli, Sandro Cosconati, Ettore Novellino, Yves Pommier, Roberto Di Santo, Federico Da Settimo, Phenylpyrazolo[1,5-a]quinazolin-5(4H)-one: a suitable scaffold for the development of noncamptothecin topoisomerase I (Top1) inhibitors. Journal of Medicinal Chemistry. ,vol. 56, pp. 7458- 7462 ,(2013) , 10.1021/JM400932C
Hui Luo, Shengjie Yang, Yongqiang Cai, Zhijun Peng, Tao Liu, Synthesis and biological evaluation of novel 6-chloro-quinazolin derivatives as potential antitumor agents European Journal of Medicinal Chemistry. ,vol. 84, pp. 746- 752 ,(2014) , 10.1016/J.EJMECH.2014.07.053
Vivek Polshettiwar, Rajender S. Varma, Ring-fused aminals: catalyst and solvent-free microwave-assisted α-amination of nitrogen heterocycles Tetrahedron Letters. ,vol. 49, pp. 7165- 7167 ,(2008) , 10.1016/J.TETLET.2008.09.166
Rajitha Gali, Janardhan Banothu, Mahendar Porika, Ravibabu Velpula, Sairengpuii Hnamte, Rajitha Bavantula, Sadanandam Abbagani, Siddhardha Busi, Indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones: synthesis, characterization and evaluation of anticancer and antimicrobial activities. Bioorganic & Medicinal Chemistry Letters. ,vol. 24, pp. 4239- 4242 ,(2014) , 10.1016/J.BMCL.2014.07.030
É. V. Nosova, G. N. Liponova, M. A. Kravchenko, A. A. Laeva, V. N. Charushin, Synthesis and tuberculostatic activity of fluorine-containing derivatives of quinolone, quinazolinone, and benzothiazinone Pharmaceutical Chemistry Journal. ,vol. 42, pp. 169- 174 ,(2008) , 10.1007/S11094-008-0083-0
Dong-Sheng Chen, Mei-Mei Zhang, Yu-Ling Li, Yun Liu, Xiang-Shan Wang, None, Copper(I)-catalyzed synthesis of 1-arylpyrazolo[5,1-b]quinazolin-9(1H)-one via intramolecular alkyne hydroamination Tetrahedron. ,vol. 70, pp. 2889- 2893 ,(2014) , 10.1016/J.TET.2014.03.048
Marina Caldarelli, Mauro Angiolini, Teresa Disingrini, Daniele Donati, Marco Guanci, Stefano Nuvoloni, Helena Posteri, Francesca Quartieri, Marco Silvagni, Riccardo Colombo, Synthesis and SAR of new pyrazolo[4,3-h]quinazoline-3-carboxamide derivatives as potent and selective MPS1 kinase inhibitors. Bioorganic & Medicinal Chemistry Letters. ,vol. 21, pp. 4507- 4511 ,(2011) , 10.1016/J.BMCL.2011.05.122
Battistina Asproni, Gabriele Murineddu, Amedeo Pau, Gérard A. Pinna, Morten Langgård, Claus Tornby Christoffersen, Jacob Nielsen, Jan Kehler, Synthesis and SAR study of new phenylimidazole-pyrazolo[1,5- c ]quinazolines as potent phosphodiesterase 10A inhibitors Bioorganic & Medicinal Chemistry. ,vol. 19, pp. 642- 649 ,(2011) , 10.1016/J.BMC.2010.10.038