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Brønsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes

Author:
Cai, Xiao, Keshavarz, Amir, Omaque, Justin D., Stokes, Benjamin J.
Source:
Organic letters 2017 v.19 no.10 pp. 2626-2629
ISSN:
1523-7052
Subject:
Bronsted acids, borates, chemical reactions, chemical structure, organic compounds
Abstract:
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.
Agid:
5792872