Molecular Iodine Promoted Synthesis of New Pyrido[2,3‐d]pyrimidin‐4‐ols

作者: Xicun Wang , Junling Liang , Zhengjun Quan , Lin Bai

DOI: 10.1002/CJOC.201180294

关键词:

摘要: A highly ef?cient synthesis of novel pyrido[2,3-d]pyrimidin-4-ols was developed via an iodine-catalyzed tandem oxidative cyclization under focused microwave irradiation. Pyrido[2,3-d]pyrimidin-4-ols were obtained from easily available 2-amino-4-aryl-6-arylnicotinamides and benzylic amines with good to excellent yields.

参考文章(27)
Rajender S. Varma, Solvent-free organic syntheses. using supported reagents and microwave irradiation Green Chemistry. ,vol. 1, pp. 43- 55 ,(1999) , 10.1039/A808223E
Zhiping Li, Chao-Jun Li, Highly Efficient Copper-Catalyzed Nitro-Mannich Type Reaction: Cross-Dehydrogenative-Coupling between sp3 C−H Bond and sp3 C−H Bond Journal of the American Chemical Society. ,vol. 127, pp. 3672- 3673 ,(2005) , 10.1021/JA050058J
Lisa C. W. Chang, Jacobien K. von Frijtag Drabbe Künzel, Thea Mulder-Krieger, Joost Westerhout, Thomas Spangenberg, Johannes Brussee, Adriaan P. IJzerman, 2,6,8-trisubstituted 1-deazapurines as adenosine receptor antagonists. Journal of Medicinal Chemistry. ,vol. 50, pp. 828- 834 ,(2007) , 10.1021/JM0607956
Antonio Monge, Victor Martinez-Merino, Carmen Sanmartin, Francisco J Fernandez, Maria C Ochoa, Carlos Bellver, Pedro Artigas, Eldiberto Fernandez-Alvarez, 2-Arylamino-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidines: synthesis and diuretic activity European Journal of Medicinal Chemistry. ,vol. 24, pp. 209- 216 ,(1989) , 10.1016/0223-5234(89)90001-9
JoséM. Quintela, Carlos Peinador, Luis Botana, Manuel Estévez, Ricardo Riguera, Synthesis and antihistaminic activity of 2-guanadino-3-cyanopyridines and pyrido[2,3-d]-pyrimidines Bioorganic & Medicinal Chemistry. ,vol. 5, pp. 1543- 1553 ,(1997) , 10.1016/S0968-0896(97)00108-9
Carmen Sanmartín, Mikel Echeverría, Beatriz Mendívil, Lucía Cordeu, Elena Cubedo, Jesús García-Foncillas, María Font, Juan Antonio Palop, Synthesis and biological evaluation of new symmetrical derivatives as cytotoxic agents and apoptosis inducers. Bioorganic & Medicinal Chemistry. ,vol. 13, pp. 2031- 2044 ,(2005) , 10.1016/J.BMC.2005.01.008
Cleo J.C. Connolly, James M. Hamby, Mel C. Schroeder, Mark Barvian, Gina H. Lu, Robert L. Panek, Aneesa Amar, Cindy Shen, Alan J. Kraker, David W. Fry, Wayne D. Klohs, Annette M. Doherty, Discovery and structure-activity studies of a novel series of pyrido[2,3-d]pyrimidine tyrosine kinase inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 7, pp. 2415- 2420 ,(1997) , 10.1016/S0960-894X(97)00445-9
Jie Jack Li, Joe Nahra, Adam R. Johnson, Amy Bunker, Patrick O’Brien, Wen-Song Yue, Daniel F. Ortwine, Chiu-Fai Man, Vijay Baragi, Kenneth Kilgore, Richard D. Dyer, Hyo-Kyung Han, Quinazolinones and Pyrido[3,4-d]pyrimidin-4-ones as Orally Active and Specific Matrix Metalloproteinase-13 Inhibitors for the Treatment of Osteoarthritis Journal of Medicinal Chemistry. ,vol. 51, pp. 835- 841 ,(2008) , 10.1021/JM701274V
Ghilsoo Nam, Cheol Min Yoon, Euikyung Kim, Chung K Rhee, Joong Hyup Kim, Jung Hyu Shin, Sung Hoon Kim, Syntheses and evaluation of pyrido[2,3-d]pyrimidine-2,4-diones as PDE 4 inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 11, pp. 611- 614 ,(2001) , 10.1016/S0960-894X(00)00681-8
Hannah E. Bartrum, David C. Blakemore, Christopher J. Moody, Christopher J. Hayes, Synthesis of β-keto esters in-flow and rapid access to substituted pyrimidines. Journal of Organic Chemistry. ,vol. 75, pp. 8674- 8676 ,(2010) , 10.1021/JO101783M