Efficient synthesis of alkyl aryl ketones & ketals via palladium-catalyzed regioselective arylation of vinyl ethers.
The combination of Pd(OAc)(2) with 1,3-bis(diphenylphosphino)propane (dppp) in ethylene glycol constitutes a high-performance catalytic system for highly regioselective arylation of a range of electron-rich vinyl ethers by aryl bromides to provide, upon hydrolysis, alkyl aryl ketones and cyclic ketals in good yields with up to 3.75 x 10(5) TON and 15625 h(-1) TOF.
Liu
Mingcui
M
Department of Chemistry, Renmin University of China, Beijing, 100872, China.
Hyder
Zeynab
Z
Sun
Yawei
Y
Tang
Weijun
W
Xu
Lijin
L
Xiao
Jianliang
J
D000085:Acetates / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D000085:Acetates; D007659:Ketones; D009942:Organometallic Compounds; D014753:Vinyl Compounds; C516071:palladium(II) acetate; C100195:vinyl ether