Metal-free direct oxidative C–C bond coupling of pyrazolones and quinoxalinones

作者: Saowanee Toonchue , Ladawan Sumunnee , Khamphee Phomphrai , Sirilata Yotphan

DOI: 10.1039/C8QO00328A

关键词:

摘要: A highly efficient transition metal-free oxidative chemo- and regioselective C–C bond coupling of pyrazolones quinoxalinones mediated by K2S2O8 is described. This reaction can be conveniently carried out under mild conditions gives various hydroxy-pyrazolyl quinoxalinone products in moderate to excellent yields a short time.

参考文章(55)
Sieglinde Ebner, Bianca Wallfisch, John Andraos, Ilyas Aitbaev, Michael Kiselewsky, Paul V. Bernhardt, Gert Kollenz, Curt Wentrup, N-Aminopyrroledione–hydrazonoketene–pyrazolium oxide–pyrazolone rearrangements and pyrazolone tautomerism Organic and Biomolecular Chemistry. ,vol. 1, pp. 2550- 2555 ,(2003) , 10.1039/B304070D
Pankaj Chauhan, Suruchi Mahajan, Dieter Enders, Asymmetric synthesis of pyrazoles and pyrazolones employing the reactivity of pyrazolin-5-one derivatives Chemical Communications. ,vol. 51, pp. 12890- 12907 ,(2015) , 10.1039/C5CC04930J
Santhosh Reddy Mandha, Sravanthi Siliveri, Manjula Alla, Vittal Rao Bommena, Madhava Reddy Bommineni, Sridhar Balasubramanian, Eco-friendly synthesis and biological evaluation of substituted pyrano[2,3-c]pyrazoles Bioorganic & Medicinal Chemistry Letters. ,vol. 22, pp. 5272- 5278 ,(2012) , 10.1016/J.BMCL.2012.06.055
Zhang-Pei Chen, Mu-Wang Chen, Lei Shi, Chang-Bin Yu, Yong-Gui Zhou, Pd-catalyzed asymmetric hydrogenation of fluorinated aromatic pyrazol-5-ols via capture of active tautomers. Chemical Science. ,vol. 6, pp. 3415- 3419 ,(2015) , 10.1039/C5SC00835B
Z. Li, D. S. Bohle, C.-J. Li, Cu-catalyzed cross-dehydrogenative coupling: A versatile strategy for C–C bond formations via the oxidative activation of sp3 C–H bonds Proceedings of the National Academy of Sciences of the United States of America. ,vol. 103, pp. 8928- 8933 ,(2006) , 10.1073/PNAS.0601687103
J. B. Rangisetty, C. N. V. H. B. Gupta, A. L. Prasad, P. Srinivas, N. Sridhar, P. Parimoo, A. Veeranjaneyulu, Synthesis of new arylaminoquinoxalines and their antimalarial activity in mice. Journal of Pharmacy and Pharmacology. ,vol. 53, pp. 1409- 1413 ,(2010) , 10.1211/0022357011777765
X. Li, K.-H. Yang, W.-L. Li, W.-F. Xu, Recent advances in the research of quinoxalinone derivatives Drugs of The Future. ,vol. 31, pp. 979- 989 ,(2006) , 10.1358/DOF.2006.031.11.1037128
Ya-Min Li, Xiao-Hong Wei, Xi-An Li, Shang-Dong Yang, Metal-free carbonitration of alkenes using K2S2O8 Chemical Communications. ,vol. 49, pp. 11701- 11703 ,(2013) , 10.1039/C3CC47287F