Palladium-catalyzed cascade aryl addition/intramolecular lactonization of phthalaldehyde to access 3-aryl- and alkenylphthalides.
A palladium-catalyzed addition of arylboronic acids to phthalaldehyde, followed by an intramolecular lactonization to access 3-substituted phthalides, is described. The procedure tolerates a series of functional groups, such as methoxyl, fluoro, chloro, and trifluoromethyl groups. It represents a procedure for the synthesis of 3-substituted phthalides.
Ye
Zhishi
Z
College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325027, People's Republic of China.
Qian
Pengcheng
P
Lv
Guanglei
G
Luo
Fang
F
Cheng
Jiang
J
D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D009764:o-Phthalaldehyde / Q000737:chemistry*
D001572:Benzofurans; D001897:Boronic Acids; D007783:Lactones; D010165:Palladium; D009764:o-Phthalaldehyde; C082022:phthalide