Approach to Construct Polysubstituted 1,2-Dihydronaphtho[2,1-b]furans and Their Aerobic Oxidative Aromatization

作者:Huo Congde*; Xu Xiaolan; An Jinzhu; Jia Xiaodong; Wang Xicun; Wang Cheng
来源:Journal of Organic Chemistry, 2012, 77(18): 8310-8316.
DOI:10.1021/jo300827s

摘要

Triarylaminium salt was disclosed as an efficient initiator for the novel Friedel-Crafts alkylation/annulation cascade reaction between chalcone epoxides and 2-naphthols to construct polysubstituted 1,2-dihydronaphtho[2,1-b]furans. The DDQ/NaNO2/O-2 catalytic system was first applied to the aerobic oxidative aromatization of heterocycles, and a simple and efficient one-pot tandem FC alkylation/annulation/aerobic oxidative aromatization procedure was also developed for the synthesis of complex naphtho[2,1-b]furans.