通过芳香族C═N键正式插入Pd-酰基键实现钯催化的氢羰基化环化反应
Palladium-Catalyzed Hydrocarbonylative Cyclization Enabled by Formal Insertion of Aromatic C═N Bonds into Pd-Acyl Bonds.
作者信息
Zhou Xibing, Chen Anrong, Du Wei, Wang Yawen, Peng Yu, Huang Hanmin
机构信息
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis , University of Science and Technology of China, Chinese Academy of Sciences , Hefei , 230026 , People's Republic of China.
State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou , 730000 , People's Republic of China.
出版信息
Org Lett. 2019 Nov 15;21(22):9114-9118. doi: 10.1021/acs.orglett.9b03503. Epub 2019 Oct 30.
An efficient new formal insertion strategy via combination of reductive elimination and oxidative addition sequence was reported, in which the transient -acyliminium ions formed via hydrocarbonylation function as key intermediates. This strategy has enabled a novel palladium-catalyzed hydrocarbonylative cyclization of azaarene-tethered alkenes or dienes via sequential insertion of a C═C bond, CO, and a C═N bond into palladium-hydride bonds. This method provides a new and highly efficient synthetic approach to quinolizinones and its derivatives with extended π-conjugated systems, possessing tunable emission wavelengths and good photoluminescence capabilities.
报道了一种通过还原消除和氧化加成序列相结合的高效新形式插入策略，其中通过氢甲酰化形成的瞬态酰亚胺离子作为关键中间体。该策略实现了一种新型钯催化的氮杂芳烃连接的烯烃或二烯烃的氢甲酰化环化反应，通过依次将碳碳双键、一氧化碳和碳氮双键插入钯氢键中。该方法为喹嗪酮及其具有扩展π共轭体系、发射波长可调且具有良好光致发光能力的衍生物提供了一种新的高效合成方法。
Zotero 插件