Organic Letters
Organic Letters
5 years ago

Transition-Metal-Free Intermolecular α-Arylation of Ketones via Enolonium Species

Transition-Metal-Free Intermolecular α-Arylation of Ketones via Enolonium Species
Yuriy B. Lipisa, Atul A. More, Keshaba N. Parida, Gulab K. Pathe, Shimon Maksymenko, Alex M. Szpilman
Herein it is shown, for the first time, that enolonium species are powerful electrophiles capable of reacting with aromatic compounds in an intermolecular manner to afford α-arylated ketones. The reaction is compatible with a variety of functional groups, is of wide scope with respect to aromatic compounds and ketone, and even works for polymerization-prone substrates such as substituted pyrroles, thiophenes, and furans. Only 1.6 to 5 equiv of the commodity aromatic substrates is needed.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03064

DOI: 10.1021/acs.orglett.7b03064

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