Transition metal free decarboxylative fluoroalkylation of N-acrylamides with 3,3,3-trifluoro-2,2-dimethylpropanoic acid (TFDMPA).

作者: Yingkun Shi , Hongqing Xiao , Xiu-Hua Xu , Yangen Huang

DOI: 10.1039/C8OB02457J

关键词:

摘要: A novel transition metal-free decarboxylative fluoroalkylation of activated alkenes and C-H functionalization cascade process has been developed. This approach provides an efficient way to construct valuable 1,1-dimethyl-2,2,2-trifluoroethyl substituted oxindoles.

参考文章(72)
F. Minisci, R. Bernardi, F. Bertini, R. Galli, M. Perchinummo, Nucleophilic character of alkyl radicals—VI : A new convenient selective alkylation of heteroaromatic bases Tetrahedron. ,vol. 27, pp. 3575- 3579 ,(1971) , 10.1016/S0040-4020(01)97768-3
Wenpeng Mai, Jitao Wang, Liangru Yang, Jinwei Yuan, Pu Mao, Yongmei Xiao, Lingbo Qu, Progress in Synthesis of Oxindoles by Radical Addition-Cyclization Chinese Journal of Organic Chemistry. ,vol. 34, pp. 1958- 1965 ,(2014) , 10.6023/CJOC201405006
K. Muller, C. Faeh, F. Diederich, Fluorine in Pharmaceuticals: Looking Beyond Intuition. Science. ,vol. 317, pp. 1881- 1886 ,(2007) , 10.1126/SCIENCE.1131943
Masakazu Nishida, Haruhiko Fukaya, Taizo Ono, Synthesis and Conformational Studies of Methylated, Highly Branched Fluoroolefins: Gear‐Meshed Conformational Isomers European Journal of Organic Chemistry. ,vol. 2003, pp. 3648- 3658 ,(2003) , 10.1002/EJOC.200300287
Hiromichi Egami, Ryo Shimizu, Mikiko Sodeoka, Concise synthesis of oxindole derivatives bearing a 3-trifluoroethyl group: Copper-catalyzed trifluoromethylation of acryloanilides Journal of Fluorine Chemistry. ,vol. 152, pp. 51- 55 ,(2013) , 10.1016/J.JFLUCHEM.2013.03.009
Xiao-Hong Wei, Ya-Min Li, An-Xi Zhou, Ting-Ting Yang, Shang-Dong Yang, Silver-Catalyzed Carboazidation of Arylacrylamides Organic Letters. ,vol. 15, pp. 4158- 4161 ,(2013) , 10.1021/OL402138Y
Hua Wang, Li-Na Guo, Xin-Hua Duan, Silver‐Catalyzed Decarboxylative Acylarylation of Acrylamides with α‐Oxocarboxylic Acids in Aqueous Media Advanced Synthesis & Catalysis. ,vol. 355, pp. 2222- 2226 ,(2013) , 10.1002/ADSC.201300468
Nuria Rodríguez, Lukas J. Goossen, Decarboxylative coupling reactions: a modern strategy for C–C-bond formation Chemical Society Reviews. ,vol. 40, pp. 5030- 5048 ,(2011) , 10.1039/C1CS15093F
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