Choy Pui Ying, Luk Kwan Chak, Wu Yinuo, So Chau Ming, Wang Lai-lai, Kwong Fuk Yee
State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University , Hung Hom, Kowloon, Hong Kong.
J Org Chem. 2015 Feb 6;80(3):1457-63. doi: 10.1021/jo502386w. Epub 2015 Jan 21.
Direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylates has been accomplished by employing palladium(II) acetate associated with SPhos (2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl) or L1 (2-(2-(diisopropylphosphino)phenyl)-1-methyl-1H-indole). This catalyst system can be applied to a wide range of aryl sulfonates and shows excellent C-3 regioselectivity of imidazo[1,2-a]pyridine. These results represent the first examples of using tosylate- and mesylate-functionalized arenes as the electrophile partners for this regioselective direct arylation.
通过使用与SPhos（2-二环己基膦基-2'，6'-二甲氧基联苯）或L1（2-（2-（二异丙基膦基）苯基）-1-甲基-1H-吲哚）相关的醋酸钯（II），实现了咪唑并[1,2-a]吡啶与芳基甲苯磺酸酯和甲磺酸酯的直接C-3芳基化。该催化体系可应用于多种芳基磺酸盐，并显示出咪唑并[1,2-a]吡啶优异的C-3区域选择性。这些结果代表了使用甲苯磺酸酯和甲磺酸酯官能化芳烃作为这种区域选择性直接芳基化的亲电试剂伙伴的首个实例。
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