Fused Heteroaromatic Rings via Metal-Mediated/Catalyzed Intramolecular C–H Activation: A Comprehensive Review

作者: Angel H. Romero

DOI: 10.1007/S41061-019-0246-3

关键词: MetalStereochemistryLewis acids and basesCatalysisIntramolecular forceTransition metalChemistry

摘要: The present review highlights the most important recent contributions toward synthesis of functionalized fused heteroaromatic rings via intramolecular C–H activation mediated or catalyzed by transition metals. This type reaction constitutes a versatile strategy to obtain great variety heterocyclic systems through formation carbon–carbon (C–C) and C–heteroatom bonds from direct coupling between two adjacent C–H/H–X bonds.  revision is focused on heterocycles chemical processes: (1) metal-catalyzed oxidative activation, (2) metallic Lewis acids.

参考文章(156)
Gang Shan, Xinglin Yang, Linlin Ma, Yu Rao, Pd-catalyzed C-H oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification. Angewandte Chemie. ,vol. 51, pp. 13070- 13074 ,(2012) , 10.1002/ANIE.201207458
Ramesh Giri, Jue Liang, Jian-Guang Lei, Jiao-Jie Li, Dong-Hui Wang, Xiao Chen, Isaac Clement Naggar, Chengyun Guo, Bruce M. Foxman, Jin-Quan Yu, Pd-catalyzed stereoselective oxidation of methyl groups by inexpensive oxidants under mild conditions : A dual role for carboxylic anhydrides in catalytic C-H bond oxidation Angewandte Chemie. ,vol. 44, pp. 7420- 7424 ,(2005) , 10.1002/ANIE.200502767
Honggen Wang, Yong Wang, Dongdong Liang, Lanying Liu, Jiancun Zhang, Qiang Zhu, Copper‐Catalyzed Intramolecular Dehydrogenative Aminooxygenation: Direct Access to Formyl‐Substituted Aromatic N‐Heterocycles Angewandte Chemie. ,vol. 50, pp. 5678- 5681 ,(2011) , 10.1002/ANIE.201100362
Sebastian Würtz, Souvik Rakshit, Julia J. Neumann, Thomas Dröge, Frank Glorius, Palladium‐Catalyzed Oxidative Cyclization of N‐Aryl Enamines: From Anilines to Indoles Angewandte Chemie. ,vol. 47, pp. 7230- 7233 ,(2008) , 10.1002/ANIE.200802482
Xiao Chen, Keary M. Engle, Dong-Hui Wang, Jin-Quan Yu, Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality. Angewandte Chemie. ,vol. 48, pp. 5094- 5115 ,(2009) , 10.1002/ANIE.200806273
Gordon Brasche, Stephen L. Buchwald, C-H functionalization/C-N bond formation: copper-catalyzed synthesis of benzimidazoles from amidines. Angewandte Chemie. ,vol. 47, pp. 1932- 1934 ,(2008) , 10.1002/ANIE.200705420
Roberta Bernini, Giancarlo Fabrizi, Alessio Sferrazza, Sandro Cacchi, Copper-catalyzed C-C bond formation through C-H functionalization: synthesis of multisubstituted indoles from N-aryl enaminones. Angewandte Chemie. ,vol. 48, pp. 8078- 8081 ,(2009) , 10.1002/ANIE.200902440
Lina Tang, Yongle Pang, Qiao Yan, Liuqing Shi, Jianhui Huang, Yunfei Du, Kang Zhao, Synthesis of coumestan derivatives via FeCl3-mediated oxidative ring closure of 4-hydroxy coumarins. Journal of Organic Chemistry. ,vol. 76, pp. 2744- 2752 ,(2011) , 10.1021/JO2000644