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Palladium-Catalyzed, Ring-Forming Aromatic C-H Alkylations with Unactivated Alkyl Halides

Alexander R. O. Venning, Patrick T. Bohan and Erik J. Alexanian*

*Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States, Email: ejaemail.unc.edu

A. R. O. Venning, P. T. Bohan, E. J. Alexanian, J. Am. Chem. Soc., 2015, 137, 3731-3734.

DOI: 10.1021/jacs.5b01365 (free Supporting Information)


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Abstract

An intramolecular, Pd-catalyzed C-H alkylation of arenes and heteroarenes is successful with various unactivated primary and secondary alkyl halides, including those with β-hydrogens. The mild, catalytic reaction conditions are highly functional group tolerant and facilitate access to a broad range of synthetically and medicinally interesting carbocyclic and heterocyclic systems.


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Key Words

benzocyclohexenes, indanes, indolines


ID: J48-Y2015