钯催化双 C-H 键活化构建 5H-二苯并[c,e]氮杂卓-5,7(6H)-二酮
Synthesis of 5H-Dibenzo[c,e]azepine-5,7(6H)-diones from Benzamides via Palladium-Catalyzed Double C-H Bond Activation.
机构信息
State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian 116023, China.
World Premier International-Advanced Institute for Materials Research (WPI-AIMR), Tohoku University , Sendai 980-8577, Japan.
出版信息
J Org Chem. 2017 Feb 17;82(4):2288-2293. doi: 10.1021/acs.joc.6b03087. Epub 2017 Feb 3.
A convenient and efficient method for the synthesis of 5H-dibenzo[c,e]azepine-5,7(6H)-diones from simple and readily available benzamides is described in this work. The palladium-catalyzed homocoupling of benzamides occurred via ortho-selective double C-H bond activation using the simplest amide CONH as a directing group. The subsequent intramolecular condensation reaction proceeded smoothly to produce 5H-dibenzo[c,e]azepine-5,7(6H)-diones in satisfactory to excellent yields in one pot.
本文描述了一种从简单易得的苯甲酰胺出发合成 5H-二苯并[c,e]氮杂环庚烷-5,7(6H)-二酮的简便高效方法。该方法通过最简单的酰胺 CONH 作为导向基团，利用钯催化的苯甲酰胺的同偶联反应实现了邻位选择性的双 C-H 键活化。随后的分子内缩合反应在一锅条件下顺利进行，以令人满意至优秀的收率得到 5H-二苯并[c,e]氮杂环庚烷-5,7(6H)-二酮。
Zotero 插件