Palladium-Catalyzed Catellani ortho-Acylation Reaction: An Efficient and Regiospecific Synthesis of Diaryl Ketones.
A palladium-catalyzed, norbornene-mediated Catellani ortho-acylation reaction was developed by the use of either acyl chlorides or acid anhydrides as acylation reagents. The addition of more than a stoichiometric amount of H2 O is crucial for this transformation when acid chlorides are used, and kinetic studies indicate that the active acylation reagent is possibly an acid anhydride.
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 (P.R. China).
Yunze
Y
Huang
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 (P.R. China).
Rui
R
Zhu
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 (P.R. China).
Kun
K
Zhao
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 (P.R. China). zhgu@ustc.edu.cn.
Zhenhua
Z
Gu
D000215:Acylation; D000812:Anhydrides / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000812:Anhydrides; D006841:Hydrocarbons, Aromatic; D007659:Ketones; D010165:Palladium
acylation; arenes; cross-coupling; palladium; reaction mechanisms