Synthesis of substituted coumarins via Brønsted acid mediated condensation of allenes with substituted phenols or anisoles.
Coumarins were obtained from the condensation of electron-rich arenes with allenes in the presence of TfOH in good yield. Depending on the substituent pattern of allenes employed, the general synthetic method of 4-substituted and 3,4-disubstituted 3-arylcoumarins has been developed. Readily available allenes were employed as the three-carbon atom sources constituting the coumarin skeleton.
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea.
Sundae
S
Kim
Dongjin
D
Kang
Chang-Hee
CH
Lee
Phil Ho
PH
Lee
D000143:Acids / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D000840:Anisoles / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*
D000143:Acids; D000475:Alkenes; D000840:Anisoles; D003374:Coumarins; D010636:Phenols