A solvent-free, base-catalyzed domino reaction towards trifluoromethylated benzenes from bio-based methyl coumalate
作者： Liang Chang , Nadja Klipfel , Luc Dechoux , Serge Thorimbert
DOI: 10.1039/C7GC03721J
关键词: Trifluoromethyl 、 Aromatization 、 Benzene 、 Ring (chemistry) 、 Regioselectivity 、 Organic chemistry 、 Chemistry 、 Michael reaction 、 Cascade reaction 、 Catalysis
摘要: A novel, efficient, and environmentally compatible method for CF3-substituted benzene production is reported. It sources a bio-based feedstock, employs tBuOK as catalyst, solvent-free. This regioselective approach provides various trifluoromethyl benzenes in good to excellent yields, without extra oxidant or special care. CO2 water are the only byproducts of this process, reaction conditions can scale up gram quantities. The transformation involves an unprecedented tBuOK-catalyzed domino features Michael addition / 6π-electrocyclic ring opening [1,5]-H shift carba-6π-electrocyclic closure decarboxylative aromatization reactions.
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