Organic Letters
Organic Letters
5 years ago

Brønsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes

Brønsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes
Amir Keshavarz, Justin D. Omaque, Benjamin J. Stokes, Xiao Cai
Using triphenylmethylium tetrakis(pentafluorophenyl)borate as a convenient Brønsted acid precatalyst, β-(α,α-dimethylbenzyl)styrenes are shown to cyclize efficiently to afford a variety of new indanes that possess a benzylic quaternary center. The geminal dimethyl-containing quaternary center is proposed to be necessary to arm the substrate for cyclization through steric biasing.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00958

DOI: 10.1021/acs.orglett.7b00958

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