120346-46-5Relevant articles and documents
Synthesis of coumarins in a molten n-Bu4NOAc/n-Bu4NBr mixture through a domino heck reaction/cyclization process
Battistuzzi, Gianfranco,Cacchi, Sandro,De Salve, Ilse,Fabrizi, Giancarlo,Parisi, Luca M.
, p. 308 - 312 (2005)
4-Arylcoumarins can be prepared in good to high yields by reacting readily available methyl or butyl 3-(ohydroxyaryl)acrylates with aryl iodides and bromides in an n-Bu4NOAc/n-Bu4NBr mixture at 100°C in the presence of Pd(OAc)2.
4-Stannylcoumarins as useful reagents in a new approach to neoflavonoids
Ciattini,Morera,Ortar
, p. 2883 - 2894 (1995)
4-Trimethylstannylcoumarins 2, conveniently obtained from the corresponding 4-triflyloxycoumarins 1, undergo Pd(0)/CuI-cocatalyzed cross-coupling reactions with a variety of aryl iodides to afford 4-arylcoumarins 4 in moderate to good yields. Aryl triflat
Cascade Synthesis of 4-Arylcoumarins: Pd-Catalyzed Arylations and Cyclizations with (E)-Ethyl 3-(2-Hydroxyaryl)acrylates and Triarylantimony Difluorides
Kitamura, Yuki,Matsumura, Mio,Kato, Yukari,Murata, Yuki,Yasuike, Shuji
supporting information, p. 1652 - 1657 (2020/03/05)
Herein, we describe a simple general method for the synthesis of 4-arylcoumarins using pentavalent organoantimony compounds. The reactions of 3-(2-hydroxyaryl)acrylates with triarylantimony difluorides in the presence of Pd(OAc)2 (10 mol-%) and 2,2'-bipyridyl (10 mol-%) at 80 °C under aerobic conditions afforded 4-arylcoumarins in good-to-excellent yields. This protocol involves a cascade oxidative Heck-type arylation followed by cyclization, with all the aryl groups in the triarylantimony difluoride transferred to the coupling products. Triarylantimony difluorides resulted in better outcomes than those obtained with other pentavalent organoantimony or bismuth compounds.
Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water
Chen, Junmin,Liu, Wei,Zhou, Liandi,Zhao, Yongli
supporting information, p. 2526 - 2531 (2018/05/28)
An environmentally benign and efficient approach for the synthesis of 4-arylcoumarins from ortho-hydroxy cinnamate ester derivatives with aryl iodides was developed in water under aerobic conditions. This transformation proceeds through a palladium catalyzed Heck-arylation/cyclization cascade reaction. The present protocol features a wide substrate scope and readily available starting materials to afford the desired products in high to excellent yields.