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碘化亚铜/草酸二酰胺催化硫醇与芳基溴化物和氯化物的交叉偶联反应

CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides.

作者信息

Chen Chia-Wei, Chen Yi-Ling, Reddy Daggula Mallikarjuna, Du Kai, Li Chao-En, Shih Bo-Hao, Xue Yung-Jing, Lee Chin-Fa

机构信息

Department of Chemistry, National Chung Hsing University, Taichung, Taiwan, 402, R.O.C.

出版信息

Chemistry. 2017 Jul 26;23(42):10087-10091. doi: 10.1002/chem.201701671. Epub 2017 Jun 16.

Abstract

We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N'-alkyl oxalic diamide (L3) or N,N'-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.

摘要

我们报道了一种通用的铜催化硫醇与芳基卤化物的交叉偶联反应,该反应使用N-芳基-N'-烷基草酸二酰胺(L3)或N,N'-二烷基草酸二酰胺(L5)作为配体。芳基硫醇和烷基硫醇均可与未活化的芳基溴化物和氯化物偶联,以良好的产率得到所需产物。此外,该体系具有广泛的底物范围和对官能团的良好耐受性。重要的是,草酸二酰胺稳定,可由市售的廉价起始原料轻松制备。

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