Direct Conversion of Ethyl Ketone to Alkyl Ketone via Chelation-Assisted Rhodium(I)-Catalyzed Carbon Carbon Bond Cleavage: Ligands Play an Important Role in the Inhibition of β-Hydrogen Elimination

作者：Wu, Shutao; Luo, Siyuan; Guo, Weijie; Wang, Tao; Xie, Qingxiao; Wang, Jianhui^*; Liu, Guiyan^*

来源：Organometallics, 2018, 37(14): 2335-2341.

DOI：10.1021/acs.organomet.8b00309

• C-C BOND
• RH-CATALYZED CARBOACYLATION
• ARYL KETONES
• ACTIVATION
• CYCLOADDITIONS
• INSERTION
• OLEFINS
• BENZOCYCLOBUTENONES
• ESTERIFICATION
• DERIVATIVES

Quinolinone derivatives were synthesized by exchanging the ethyl group of 1-(quinolin-8-yl)propan-1-one with substituted styrenes via group-directed carbon carbon bond cleavage. A series of substituted styrenes were reacted with 1-(quinolin-8-yl)propan-1-one for the production of various substituted 3-phenyl-1-(quinolin-8-yl)propan-1-ones in medium and good yields. The catalytic system combining [Rh(COD)Cl](2) (5.0 mol %) with Et3N (2.5 equiv) and 1,3- bis(diphenylphosphino)propane (10 mol %) was optimal for these transformations.

• 出版日期2018-7-23
• 单位天津大学; 天津师范大学