CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines
作者:Wei Zhou、Mengyang Fan、Junli Yin、Yongwen Jiang、Dawei Ma
DOI:10.1021/jacs.5b08411
日期:2015.9.23
A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K3PO4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N'-alkyl substituted or bis(N-alkyl) substituted
发现一类草酸二酰胺是促进 CuI 催化的芳基胺化与反应性较低的(杂)芳基氯化物的有效配体。该反应在 120 °C 下以 K3PO4 作为碱在 DMSO 中进行,以良好到极好的收率提供范围广泛的(杂)芳基胺。双(N-芳基)取代的草酰胺是优于N-芳基-N'-烷基取代或双(N-烷基)取代的草酰胺的配体。配体中芳环的电子性质和空间性质对其效率都很重要。
OXALIC ACID MONOAMIDE LIGAND, AND USES THEREOF IN COUPLING REACTION OF COPPER-CATALYZED ARYL HALOGEN SUBSTITUTE
申请人:Shanghai Institute of Organic Chemistry, Chinese
Academy of Sciences
公开号:EP3326715A1
公开(公告)日:2018-05-30
The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C-N, C-O and C-S bonds.
本发明提供了草酸酰胺配体及其在铜催化的芳基卤化物偶联反应中的用途。具体而言,本发明提供了一种由式 I 代表的化合物的用途,其中各基团的定义在说明书中有所描述。式 I 所代表的化合物可用作铜催化的芳基卤化物偶联反应中的配体,用于形成 C-N、C-O 和 C-S 键。
[EN] OXALIC ACID MONOAMIDE LIGAND, AND USES THEREOF IN COUPLING REACTION OF COPPER-CATALYZED ARYL HALOGEN SUBSTITUTE<br/>[FR] LIGAND DE MONOAMIDE D'ACIDE OXALIQUE, ET SES USAGES DANS UNE RÉACTION DE COUPLAGE DE SUBSTITUT HALOGÉNÉ D'ARYLE CATALYSÉ AU CUIVRE<br/>[ZH] 草酸酰胺类配体及其在铜催化芳基卤代物偶联反应中的用途