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The Asymmetric Friedel–Crafts Reaction of Indoles with Fluoroalkylated Nitroalkenes Catalyzed by Chiral Phosphoric Acid
Author(s) -
Lin JinHong,
Xiao JiChang
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100683
Subject(s) - chemistry , friedel–crafts reaction , regioselectivity , phosphoric acid , catalysis , organic chemistry , enantioselective synthesis , carbon atom , medicinal chemistry , ring (chemistry)
The enantioselective Friedel–Crafts fluoroalkylation of indoles with fluoroalkylated nitroalkenes, catalyzed by chiral phosphoric acid is described. The regioselectivity of fluoroalkylated nitroalkenes is a problem worth discussing, and it was found that the carbon atom adjacent to the fluoroalkyl group is more reactive than that adjacent to NO 2 group.