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Start Over Descriptor "SN1-TYPE REACTIONS" Publisher elsevier b.v.
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1. Solvent-free Brønsted acid catalysed alkylation of arenes and heteroarenes with benzylic alcohols.

Author

Barbero, Margherita, Cadamuro, Silvano, Dughera, Stefano, Rucci, Marta, Spano, Giulia, and Venturello, Paolo

Subjects
*ALKYLATION, *SOLVENTS, *CARBOXYLIC acids, *AROMATIC compounds, *HETEROARENES, *ALCOHOLS (Chemical class), *NUCLEOPHILIC substitution reactions, *REGIOSELECTIVITY (Chemistry), *CATALYSIS
Abstract

Abstract: A simple and efficient alkylation of aromatic and heteroaromatic compounds via the direct SN1-type nucleophilic substitution of benzylic alcohols in the presence of catalytic amounts of the strong Brønsted acid o-benzenedisulfonimide under neat conditions is herein reported. A library of di- and triaryl (and heteroaryl) methanes was prepared in good yields and high regioselectivity. The observed reactivity was shown to be in agreement with Mayr's nucleophilicity and electrophilicity scales. [Copyright &y& Elsevier]

Published
2014
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