Acid Catalyzed Ring Transformation of Benzofurans to Tri- and Tetrasubstituted Furans

作者:Dhiman Seema; Ramasastry S S V*
来源:Journal of Organic Chemistry, 2013, 78(20): 10427-10436.
DOI:10.1021/jo4018233

摘要

An unusual Bronsted acid catalyzed benzofuran ring opening and furan ring closure sequence for the formation of tri- and tetrasubstituted furans is presented. Benzofuranyl carbinols and 1,3-dicarbonyls in the presence of a catalytic amount of an acid generated functionalized, polysubstituted furans in good to excellent yields via an unusual benzofuran ring opening and furan recyclization process. This reaction is found to be general even on furyl carbinols; however, it generates the rearranged polysubstituted furans in moderate yields.

  • 出版日期2013-10-18