Cyclopalladated Ferrocenylimine Catalyzed Chlorination of 2-Arylbenzoxazoles  

作　　者：冷瑜婷 杨帆 吴养洁 李克 

机构地区：[1]Chemistry Department, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory oJ Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou, Henan 450052, China

出　　处：《Chinese Journal of Chemistry》2011年第8期1703-1708,共6页中国化学（英文版）

基　　金：Project supported by the National Natural Science Foundation of China （No. 20772114） and the Innovation Fund for Outstanding Scholar of Henan Province （No. 0621001100）.

摘　　要：An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed. The results represent the first examples involving the palladacycle as the catalyst for such chlorination. This chlori- nation was not a ligand-directed ortho-C--H activation, but an electrophilic substitution process at the para-position of the nitrogen atom in the benzo ring of benzoxazole moiety, the regiochemistry of which had been confirmed by HMBC spectral analysis. The catalytic system could tolerate various halogen atoms, such as F, Cl and Br, affording the corresponding products in moderate to excellent yields.An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed. The results represent the first examples involving the palladacycle as the catalyst for such chlorination. This chlori- nation was not a ligand-directed ortho-C--H activation, but an electrophilic substitution process at the para-position of the nitrogen atom in the benzo ring of benzoxazole moiety, the regiochemistry of which had been confirmed by HMBC spectral analysis. The catalytic system could tolerate various halogen atoms, such as F, Cl and Br, affording the corresponding products in moderate to excellent yields.

关 键 词：CHLORINATION arylbenzoxales cyclopalladated ferrocenylimines HMBC spectra 

分 类 号：O626.24[理学—有机化学] TQ626.88[理学—化学]