DDQ/tert-Butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C–H bonds
作者： Jiaqi Ma , Zhiming Hu , Meichao Li , Weijuan Zhao , Xinquan Hu
DOI: 10.1016/J.TET.2015.07.042
关键词:
摘要: An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone/tert-butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C–H bonds in the presence acetic acid has been developed. Under optimal reaction conditions, a number diarylmethanes can be directly converted to their corresponding diarylketones good excellent yields. In addition, plausible mechanism investigated.
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sci-hub.se 参考文章(63)
Woo-Jin Yoo, Chao-Jun Li, Cross-dehydrogenative coupling reactions of sp3-hybridized C-H bonds. Topics in Current Chemistry. ,vol. 292, pp. 281- 302 ,(2009) , 10.1007/128_2009_17
Huisheng Peng, Aligned Carbon Nanotube/Polymer Composite Films with Robust Flexibility, High Transparency, and Excellent Conductivity Journal of the American Chemical Society. ,vol. 130, pp. 42- 43 ,(2008) , 10.1021/JA078267M
Hong Li, Yuan Xu, Erbo Shi, Wei Wei, Xiangqiang Suo, Xiaobing Wan, Synthesis of arylketones by ruthenium-catalyzed cross-coupling of aldehydes with arylboronic acids. Chemical Communications. ,vol. 47, pp. 7880- 7882 ,(2011) , 10.1039/C1CC12843D
Toshifumi Dohi, Naoko Takenaga, Akihiro Goto, Hiromichi Fujioka, Yasuyuki Kita, Clean and Efficient Benzylic C−H Oxidation in Water Using a Hypervalent Iodine Reagent: Activation of Polymeric Iodosobenzene with KBr in the Presence of Montmorillonite-K10 Journal of Organic Chemistry. ,vol. 73, pp. 7365- 7368 ,(2008) , 10.1021/JO8012435
Alois Fürstner, David Voigtländer, Wolfgang Schrader, Dirk Giebel, Manfred T. Reetz, A “Hard/Soft” Mismatch Enables Catalytic Friedel−Crafts Acylations Organic Letters. ,vol. 3, pp. 417- 420 ,(2001) , 10.1021/OL0069251
Chao-Jun Li, Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformations. Accounts of Chemical Research. ,vol. 42, pp. 335- 344 ,(2009) , 10.1021/AR800164N
Xijun He, Zhenlu Shen, Weimin Mo, Nan Sun, Baoxiang Hu, Xinquan Hu, TEMPO‐tert‐Butyl Nitrite: An Efficient Catalytic System for Aerobic Oxidation of Alcohols Advanced Synthesis & Catalysis. ,vol. 351, pp. 89- 92 ,(2009) , 10.1002/ADSC.200800501
Ankush V. Biradar, Tewodros Asefa, Nanosized gold-catalyzed selective oxidation of alkyl-substituted benzenes and n-alkanes Applied Catalysis A-general. ,vol. 435, pp. 19- 26 ,(2012) , 10.1016/J.APCATA.2012.05.029
Zhiming Wang, Hanjie Mo, Dongping Cheng, Weiliang Bao, Metal-free synthesis of allylic amines by cross-dehydrogenative-coupling of 1,3-diarylpropenes with anilines and amides under mild conditions Organic and Biomolecular Chemistry. ,vol. 10, pp. 4249- 4255 ,(2012) , 10.1039/C2OB06826E
Yongju Xie, Yuzhu Yang, Lehao Huang, Xunbin Zhang, Yuhong Zhang, Pd-Catalyzed Arylation/Oxidation of Benzylic C–H Bond Organic Letters. ,vol. 14, pp. 1238- 1241 ,(2012) , 10.1021/OL300037P