Affiliation:
1. The Research Center of Chiral Drugs Shanghai Frontiers Science Center for TCM Chemical Biology Innovation Research Institute of Traditional Chinese Medicine Shanghai University of Traditional Chinese Medicine Shanghai 201203 China
2. Key Laboratory of Synthetic Chemistry of Natural Substances Center for Excellence in Molecular Synthesis Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Shanghai 200032 China
Abstract
AbstractA cascade [4+3] annulation of o‐alkenyl bromoarenes and o‐bromoaniline derivatives was described. Various dibenzo[b,f]azepines with substitutions on the 10/11 position were obtained in 14–97% yields. The synthetic versatility of this protocol is highlighted by the preparation of a precursor of the drug molecule oxcarbazepine, a gram‐scale synthesis, and two product transformations. Unlike previous amination/Heck sequence, this cascade process is supposed to undergo a C(vinyl), C(aryl)‐palladacycle involved pathway.
Funder
National Natural Science Foundation of China
Science and Technology Commission of Shanghai Municipality
Shanghai Municipal Education Commission