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|Title:||Phenanthrene synthesis via chromium-catalyzed annulation of 2-biaryl grignard reagents and alkynes||Authors:||Yan, Jianming
|Issue Date:||2017||Source:||Yan, J., & Yoshikai, N. (2017). Phenanthrene synthesis via chromium-catalyzed annulation of 2-biaryl grignard reagents and alkynes. Organic Letters, 19(24), 6630-6633. doi:10.1021/acs.orglett.7b03342||Series/Report no.:||Organic Letters||Abstract:||A chromium/2,2′-bipyridine-catalyzed annulation reaction of 2-biarylmagnesium reagents with alkynes is reported. The reaction is applicable to a variety of aryl- and/or alkyl-substituted internal alkynes as well as 2-biaryl and related Grignard reagents, thus affording phenanthrene derivatives in moderate to good yields. The reaction proceeds at the expense of excess alkyne as a hydrogen acceptor and thus does not need an external oxidant. Deuterium-labeling experiments shed light on the reaction mechanism, which likely involves multiple intramolecular C–H activation processes on chromium.||URI:||https://hdl.handle.net/10356/90303
|ISSN:||1523-7060||DOI:||http://dx.doi.org/10.1021/acs.orglett.7b03342||Rights:||© 2017 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.7b03342||metadata.item.grantfulltext:||open||metadata.item.fulltext:||With Fulltext|
|Appears in Collections:||SPMS Journal Articles|
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