Palladium‐Catalyzed Carbamoyl‐Carbamoylation/ Carboxylation/Thioesterification of Alkene‐Tethered Carbamoyl Chlorides Using Mo(CO)<sub>6</sub> as the Carbonyl Source
Chen Chen, Yujie Huang, Jie Ding, Liying Liu, Bolin Zhu
Abstract
Abstract We reported a palladium‐catalyzed carbamoyl‐carbamoylation/carboxylation/thioesterification of alkene‐tethered carbamoyl chlorides using Mo(CO) 6 as the carbonyl source. The reactions were typically performed with good functional group compatibility and tolerated different nucleophiles (amines, alcohols, phenols, thiols and water), which provided a new access to amidated/esterificated/thioesterificated/carboxylated oxindoles or lactams bearing an all‐carbon quaternary stereocenter under CO gas‐free conditions. Furthermore, natural product mutation and divergent late‐stage derivatization are the important practical features. magnified image
Topics & Concepts
ChemistryNucleophileCarboxylationAlkeneOrganic chemistryStereocenterCatalysisPalladiumCarbonylationMedicinal chemistryCombinatorial chemistryCarbon monoxideEnantioselective synthesisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesCarbon dioxide utilization in catalysis