Direct Alkenylation of Allylbenzenes via Chelation-Assisted C-C Bond Cleavage.

J Am Chem Soc

Department of Chemistry, Faculty of Science and Technology , Keio University, 3-14-1 Hiyoshi , Kohoku-ku, Yokohama , Kanagawa 223-8522 , Japan.

Published: August 2018


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Article Abstract

A novel method for direct transformation of allyl groups in allylbenzene derivatives to alkenyl groups via rhodium-catalyzed C-C bond cleavage is reported. The alkenylation with styrenes of allylbenzenes containing pyridyl and pyrazolyl groups as a directing group proceeded efficiently to give alkenylation products. We also developed a new protocol for transformation of an ortho-prenylated phenol to an aniline derivative.

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http://dx.doi.org/10.1021/jacs.8b03718DOI Listing

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