Palladium-catalyzed decarboxylative coupling of isatoic anhydrides with arylboronic acids.
The decarboxylative coupling of isatoic anhydrides with arylboronic acids was realized for the first time in the presence of Pd(2)(dba)(3) and DPEphos, achieving aryl o-aminobenzoates with yields ranging from moderate to good. The efficiency of this procedure was demonstrated by good compatibility with fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, formacyl, acetyl, thienyl, and naphthyl groups. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen.
College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, PR China.
Wei
W
Lu
Jiuxi
J
Chen
Miaochang
M
Liu
Jinchang
J
Ding
Wenxia
W
Gao
Huayue
H
Wu
D000478:Alkylation; D001897:Boronic Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010078:Oxazines / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D001897:Boronic Acids; D002264:Carboxylic Acids; D010078:Oxazines; D010165:Palladium; C037902:isatoic anhydride; D010100:Oxygen