Lability of the trifluoromethyl group of trifluoromethoxybenzenes under HF/Lewis acid conditions

作者: Randolph K. Belter

DOI: 10.1016/J.JFLUCHEM.2010.08.003

关键词: ChemistryFriedel–Crafts reactionLewis acids and basesMedicinal chemistryGroup (periodic table)Phenyl EthersTrifluoromethylFries rearrangementLabilityLewis acid catalysisOrganic chemistry

摘要: Abstract The trifluoromethyl functionality of trifluoromethoxybenzenes (trifluoromethyl phenyl ethers) becomes labile under HF/Lewis acid conditions. Substrates with an unsubstituted para-position shed their –CF 3 groups while performing a Friedel–Crafts reaction upon another substrate molecule's trifluoromethoxy group to generate p -rosolic acids. that had blocking at the para-positions reacted ortho. electron donating substituents methoxy and phenoxy interfered formation rosolic

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