Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
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Palladium-catalyzed Annulation of 2-Substituted Silylethynyloxybiaryls through δ-C–H Activation
Yasunori MinamiTomohiro AnamiTamejiro Hiyama
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JOURNALS OPEN ACCESS

2014 Volume 43 Issue 11 Pages 1791-1793

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Abstract

The intramolecular hydroarylation of 2-(silylethynyloxy)biphenyls takes place with the aid of a palladium catalyst to give 6-methylene-6H-dibenzo[b,d]pyrans. The product can be transformed into 6,6-disubstituted dibenzopyrans via protodesilylation, followed by 1,2-addition. 1,4-Bis[2-(triisopropylsilylethynyloxy)phenyl]benzene is shown to undergo a dual intramolecular insertion reaction leading to the formation of pentacyclic condensed aromatics.

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© 2014 The Chemical Society of Japan
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