CAS Key Laboratory of Soft Matter Chemistry, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, P. R. China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou, Gansu 730000, P. R. China.
J Org Chem. 2017 Dec 1;82(23):12715-12725. doi: 10.1021/acs.joc.7b02552. Epub 2017 Nov 21.
A palladium-catalyzed decarboxylative ortho-acylation of tertiary benzamides with α-oxocarboxylic acids by weak O-coordination has been described. This reaction proceeds smoothly with a high monoacylation selectivity, affording ortho-acylated benzamides in moderate to good yields. When secondary benzamides are employed as the substrates, the formed ortho-acylated benzamides undergo further intramolecular cyclization to provide isoindolinone derivatives. In addition, several transformations of the synthesized ortho-acylated benzamides into a diversity of synthetically valuable products have been demonstrated.
描述了钯催化的三级苯甲酰胺与α-氧代羧酸通过弱 O-配位的脱羧邻位酰化反应。该反应以高单酰化选择性顺利进行，中等至良好的产率得到邻位酰化的苯甲酰胺。当使用仲苯甲酰胺作为底物时，形成的邻位酰化苯甲酰胺会进一步进行分子内环化，得到异吲哚啉酮衍生物。此外，还展示了几种将合成的邻位酰化苯甲酰胺转化为多种有价值的合成产物的转化。
