通过钯催化的C-H官能化反应由α-氯代乙酰苯胺合成取代的氧化吲哚。
Synthesis of substituted oxindoles from alpha-chloroacetanilides via palladium-catalyzed C[bond]H functionalization.
作者信息
Hennessy Edward J, Buchwald Stephen L
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
出版信息
J Am Chem Soc. 2003 Oct 8;125(40):12084-5. doi: 10.1021/ja037546g.
A novel method for the synthesis of oxindoles is described. In the presence of catalytic palladium acetate and 2-(di-tert-butylphosphino)biphenyl, alpha-chloroacetanilides are converted to oxindoles in good to excellent yields with high functional group compatibility using triethylamine as a stoichiometric base. The cyclization is highly regioselective, obviating the need for prefunctionalized arenes. Plausible mechanistic pathways for the reaction are discussed.
描述了一种合成氧化吲哚的新方法。在催化量的醋酸钯和2-（二叔丁基膦基）联苯存在下，以三乙胺作为化学计量碱，α-氯代乙酰苯胺能以良好至优异的产率转化为氧化吲哚，且具有高官能团兼容性。环化反应具有高度区域选择性，无需预先官能化的芳烃。讨论了该反应合理的机理途径。
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