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钯催化邻苯二甲酰亚胺脱羰芳基化反应区域选择性合成取代联芳基酰胺

Palladium Catalyzed Regioselective Synthesis of Substituted Biaryl Amides through Decarbonylative Arylation of Phthalimides.

作者信息

Samanta Partha Kumar, Biswas Papu

机构信息

Department of Chemistry , Indian Institute of Engineering Science and Technology , Shibpur, Howrah , West Bengal 711 103 , India.

出版信息

J Org Chem. 2019 Apr 5;84(7):3968-3976. doi: 10.1021/acs.joc.8b03157. Epub 2019 Mar 13.

Abstract

The Pd(OAc) catalyzed cross-coupling of N-substituted phthalimides with aryl halide provides a single step direct access of a wide range of synthetically appealing ortho-substituted biarylamides in high yields through unique carbonyl (CO) replacement. The reaction proceeds through a ligand-free condition and is well tolerant to the diverse functionality of both imide and halide units. The reaction negates any requirement of organometallic reagent and needs a shorter reaction time and comparatively lower temperature as required for previously reported decarbonylative processes.

摘要

醋酸钯催化的N-取代邻苯二甲酰亚胺与芳基卤化物的交叉偶联反应,通过独特的羰基(CO)取代,以高产率一步直接合成了多种具有合成吸引力的邻位取代联芳基酰胺。该反应在无配体条件下进行,对酰亚胺和卤化物单元的多种官能团具有良好的耐受性。该反应无需任何有机金属试剂,与先前报道的脱羰过程相比,反应时间更短,温度更低。

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