Synthesis of highly substituted naphthalene and anthracene derivatives by rhodium-catalyzed oxidative coupling of arylboronic acids with alkynes.
The rhodium-catalyzed oxidative 1:2 coupling reactions of arylboronic acids with alkynes effectively proceeds in the presence of a copper-air oxidant to produce the corresponding annulated products. Of special note, anthracene derivatives can be obtained selectively from 2-naphthylboronic acids.
Fukutani
Tatsuya
T
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Hirano
Koji
K
Satoh
Tetsuya
T
Miura
Masahiro
M
D000480:Alkynes / Q000737:chemistry*; D000873:Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000480:Alkynes; D000873:Anthracenes; D001897:Boronic Acids; D009281:Naphthalenes; C031721:naphthalene; D003300:Copper; D012238:Rhodium; C034020:anthracene