In situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement: copper-catalyzed synthesis of unsymmetrical diacylglycine esters
作者:Jijun Chen、Ying Shao、Liang Ma、Meihua Ma、Xiaobing Wan
DOI:10.1039/c6ob02037b
日期:——
A novel in situ generation of nitrilium from a nitrileylide and the subsequent Mumm rearrangement of carboxylic acid, nitrile, and diazo compounds gave various unsymmetrical diacylglycine esters in moderate to high yields. This copper-catalyzed cascade reaction enables one-pot generation of two C–N bonds, one CO bond, and one C–H bond, with nitrogen as the only byproduct. The reaction has a broad
Visible-Light-Induced Imide Synthesis through a Nitrile Ylide Formation/Trapping Cascade
作者:Bao-Gui Cai、Wei-Zhong Yao、Lei Li、Jun Xuan
DOI:10.1021/acs.orglett.2c02671
日期:2022.9.16
utilizes acceptor-only diazo compounds as carbene precursors and nitriles as carbene-trapping reagents to form the key nitrile ylides. Under the optimal reaction conditions, a wide range of imide products were obtained in good to excellent yields. The gram-scale synthesis and synthetic application of the imide products to form isoquinoline-1,3(2H,4H)-dione derivatives further proved the value of this
报道了一种可见光促进的重氮化合物、腈和羧酸的三组分反应。该反应利用仅受体重氮化合物作为卡宾前体和腈作为卡宾捕获试剂来形成关键的腈叶立德。在最佳反应条件下,以良好至优异的收率获得了范围广泛的酰亚胺产物。亚胺产物的克级合成和合成应用形成异喹啉-1,3(2 H ,4 H )-二酮衍生物进一步证明了该方法的价值。
Mejer; Taschner, Roczniki Chemii, 1954, vol. 28, p. 669,670