H-phosphonate-mediated sulfonylation of heteroaromatic N-oxides: a mild and metal-free one-pot synthesis of 2-sulfonyl quinolines/pyridines

作者: Kai Sun , Xiao-Lan Chen , Xu Li , Ling-Bo Qu , Wen-Zhu Bi

DOI: 10.1039/C5CC04484G

关键词: Metal freePhosphonateSulfonylQuinolineOne-pot synthesisPyridineChemistryOrganic chemistry

摘要: … a large variety of bioactive phosphorus-containing products. In order to … Beginning with diisopropyl H-phosphonate 1, the phosphorus… form known as tricoordinated phosphorus form and …

参考文章(40)
Irina P. Beletskaya, Valentine P. Ananikov, Transition-Metal-Catalyzed C−S, C−Se, and C−Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions Chemical Reviews. ,vol. 111, pp. 1596- 1636 ,(2011) , 10.1021/CR100347K
Emil M. Georgiev, Jose Kaneti, Koljo Troev, D. Max Roundhill, An ab initio study of the mechanism of the Atherton-Todd reaction between dimethyl phosphonate and chloro- and fluoro-substituted methanes Journal of the American Chemical Society. ,vol. 115, pp. 10964- 10973 ,(1993) , 10.1021/JA00076A063
Jack K. Crandall, Christian Pradat, Synthesis of sulfones by phase-transfer alkylation of arenesulfinate salts Journal of Organic Chemistry. ,vol. 50, pp. 1327- 1329 ,(1985) , 10.1021/JO00208A044
Sandra Feyel, Jens Döbler, Robert Höckendorf, Martin K. Beyer, Joachim Sauer, Helmut Schwarz, Activation of Methane by Oligomeric (Al2O3)x+ (x=3,4,5): The Role of Oxygen‐Centered Radicals in Thermal Hydrogen‐Atom Abstraction Angewandte Chemie. ,vol. 47, pp. 1946- 1950 ,(2008) , 10.1002/ANIE.200704791
Xiaodong Tang, Liangbin Huang, Yanli Xu, Jidan Yang, Wanqing Wu, Huanfeng Jiang, Copper‐Catalyzed Coupling of Oxime Acetates with Sodium Sulfinates: An Efficient Synthesis of Sulfone Derivatives Angewandte Chemie. ,vol. 53, pp. 4205- 4208 ,(2014) , 10.1002/ANIE.201311217
Kausala Mylvaganam, George B. Bacskay, Noel S. Hush, Homogeneous Conversion of Methane to Methanol. 2. Catalytic Activation of Methane by cis- and trans-Platin: A Density Functional Study of the Shilov Type Reaction Journal of the American Chemical Society. ,vol. 122, pp. 2041- 2052 ,(2000) , 10.1021/JA993015+
Mu-Hyun Baik, Martin Newcomb, Richard A. Friesner, Stephen J. Lippard, Mechanistic studies on the hydroxylation of methane by methane monooxygenase. Chemical Reviews. ,vol. 103, pp. 2385- 2419 ,(2003) , 10.1021/CR950244F
Guanjun Wang, Yu Gong, Mohua Chen, Mingfei Zhou, Methane activation by titanium monoxide molecules: a matrix isolation infrared spectroscopic and theoretical study. Journal of the American Chemical Society. ,vol. 128, pp. 5974- 5980 ,(2006) , 10.1021/JA0604010
William E. Truce, Anna M. Murphy, The Preparation of Sulfinic Acids. Chemical Reviews. ,vol. 48, pp. 69- 124 ,(1951) , 10.1021/CR60149A004