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Synthesis of 3,4‐Dihalogenated Furan‐2‐(5 H )‐ones by Electrophilic Cyclization of 4‐Hydroxy‐2‐alkynoates
Author(s) -
Zhu HaiTao,
Wang LiJing,
Ji KeGong,
Liu XueYuan,
Liang YongMin
Publication year - 2012
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201200137
Subject(s) - furan , electrophile , halogen , halide , chemistry , halogenation , catalysis , medicinal chemistry , organic chemistry , palladium , combinatorial chemistry , alkyl
Functionalized 3,4‐dihalogenated furan‐2(5 H )‐ones can be readily prepared in moderate to good yields by treating 4‐hydroxy‐4‐arylbut‐2‐ynoate derivatives with ICl, IBr, and I 2 . Both halogen atoms of the electrophile are incorporated in the product. The resulting halides can further afford polycyclic aromatic compounds using known palladium‐catalyzed coupling reactions .