A Facile Entry to Quinoxalines from Oxalyl Chloride

作者: Jiangning Ji , Kee-In Lee

DOI: 10.5012/JKCS.2005.49.2.150

关键词:

摘要: n ejo a T , y g o l noech cal emiCh f e t itu st In ch r esea R Ko sio Divi ce cien S c i -Or Bi 305-a600e Kor 4 1 u J ved Recei 2004) .       -  !" $!%&' # )" ( *+ #$, -./ 0123 1,2- 45 7, 6 89: A *?@ ; ./ 6#$ B DE /C H FG IJK .MN 6L :      #$ B6 FGABSTRACT. series of quinoxalines w ere sy nthesized by the condensation betw een 1,2-pheny lenediam ines and 1,2-diketo com pounds, hich are available cross-coupling reactions oxaly chloride with mixed coppe-rm agnesiumreagents or direct acy lation py rrole chloride.Kords:ewy Oxayl chll oride, 1,2-Ketone,Conde nsation, Quinoxaline

参考文章(12)
Lainne E. Seitz, William J. Suling, Robert C. Reynolds, Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives. Journal of Medicinal Chemistry. ,vol. 45, pp. 5604- 5606 ,(2002) , 10.1021/JM020310N
Daniela Catarzi, Vittoria Colotta, Flavia Varano, Francesca Romana Calabri, Guido Filacchioni, Alessandro Galli, Chiara Costagli, Vincenzo Carlà, Synthesis and biological evaluation of analogues of 7-chloro-4,5-dihydro-4- oxo-8-(1,2,4-triazol-4-yl)-1,2,4-triazolo[1,5-a]quinoxaline-2-carboxylic acid (TQX-173) as novel selective AMPA receptor antagonists. Journal of Medicinal Chemistry. ,vol. 47, pp. 262- 272 ,(2004) , 10.1021/JM030906Q
Darrick S.H.L. Kim, Curtis L. Ashendel, Qin Zhou, Ching-te Chang, Eung-Seok Lee, Ching-jer Chang, Novel protein kinase C inhibitors: α-terthiophene derivatives Bioorganic & Medicinal Chemistry Letters. ,vol. 8, pp. 2695- 2698 ,(1998) , 10.1016/S0960-894X(98)00468-5
Aviv Gazit, Nir Osherov, Chaim Gilon, Alexander Levitzki, Tyrphostins. 6. Dimeric Benzylidenemalononitrile Tyrphostins: Potent Inhibitors of EGF Receptor Tyrosine Kinase in Vitro Journal of Medicinal Chemistry. ,vol. 39, pp. 4905- 4911 ,(1996) , 10.1021/JM960225D
Bang-Chi Chen, Rulin Zhao, Mark S. Bednarz, Bei Wang, Joseph E. Sundeen, Joel C. Barrish, A new strategy for the construction of the imidazo[1,5-a]quinoxalin-4-one ring system and its application to the efficient synthesis of BMS-238497, a novel and potent Lck inhibitor. Journal of Organic Chemistry. ,vol. 69, pp. 977- 979 ,(2004) , 10.1021/JO0355348
Stuart T. Hazeldine, Lisa Polin, Juiwanna Kushner, Jennifer Paluch, Kathryn White, Matthew Edelstein, Eduardo Palomino, Thomas H. Corbett, Jerome P. Horwitz, Design, synthesis, and biological evaluation of analogues of the antitumor agent, 2-(4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy)propionic acid (XK469). Journal of Medicinal Chemistry. ,vol. 44, pp. 1758- 1776 ,(2001) , 10.1021/JM0005149
Siavosh Mahboobi, Steffen Teller, Herwig Pongratz, Harald Hufsky, Andreas Sellmer, Alexander Botzki, Andrea Uecker, Thomas Beckers, Silke Baasner, Christoph Schächtele, Florian Überall, Matthias U. Kassack, Stefan Dove, Frank-D. Böhmer, Bis(1H-2-indolyl)methanones as a novel class of inhibitors of the platelet-derived growth factor receptor kinase. Journal of Medicinal Chemistry. ,vol. 45, pp. 1002- 1018 ,(2002) , 10.1021/JM010988N
Francesco Babudri, Vito Fiandanese, Giuseppe Marchese, Angela Punzi, A direct access to α-diones from oxalyl chloride Tetrahedron Letters. ,vol. 36, pp. 7305- 7308 ,(1995) , 10.1016/0040-4039(95)01471-S
Christopher B. Black, Bruno Andrioletti, Andrew C. Try, Cristina Ruiperez, Jonathan L. Sessler, Dipyrrolylquinoxalines: Efficient Sensors for Fluoride Anion in Organic Solution Journal of the American Chemical Society. ,vol. 121, pp. 10438- 10439 ,(1999) , 10.1021/JA992579A
Aviv Gazit, Harald App, Gerald McMahon, Jefferey Chen, Alexander Levitzki, Frank D. Bohmer, Tyrphostins. 5. Potent inhibitors of platelet-derived growth factor receptor tyrosine kinase: structure-activity relationships in quinoxalines, quinolines, and indole tyrphostins. Journal of Medicinal Chemistry. ,vol. 39, pp. 2170- 2177 ,(1996) , 10.1021/JM950727B