Synthesis of naphtho[1,8-bc]pyran derivatives and related compounds through hydroxy group directed C-H bond cleavage under rhodium catalysis.
The straightforward and efficient synthesis of naphtho[1,8-bc]pyran derivatives and related polycyclic compounds is achieved by the rhodium-catalyzed oxidative coupling of 1-naphthols or other phenolic and alcoholic substrates with alkynes. In these annulation reactions, the hydroxy groups effectively act as the key function for the regioselective C-H bond cleavage.
Mochida
Satoshi
S
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Shimizu
Masaki
M
Hirano
Koji
K
Satoh
Tetsuya
T
Miura
Masahiro
M
D000480:Alkynes / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D009284:Naphthols / Q000737:chemistry*; D010084:Oxidation-Reduction; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000480:Alkynes; D009284:Naphthols; D011714:Pyrans; D002244:Carbon; D012238:Rhodium