185407-46-9Relevant academic research and scientific papers
An efficient approach to construct 2-arylbenzo[b]furans from 2-methoxychalcone epoxides
Ruan, Libo,Shi, Min,Mao, Shiwei,Yu, Lifang,Yang, Fan,Tang, Jie
, p. 1065 - 1070 (2014/01/23)
An efficient and practical method for construction of 2-arylbenzo[b]furans from 2-methoxychalcone epoxides has been reported. Catalyzed by 2 mol % of BF3·Et2O, 2-methoxychalcone epoxides went through the Meerwein rearrangement, followed by deformylation in one-pot to successfully afforded 2-methoxydeoxybenzoins. Afterward, 2-arylbenzo[b]furans were obtained in high yields (87%-100%) via intermolecular cyclodehydration of 2-methoxydeoxybenzoins with 48% HBr. By utilization of this approach, the natural product stemofuran A and the key intermediate of eupomatenoid 6 have been synthesized conveniently.
