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Expedient synthesis of phenanthrenes via In(III)-catalyzed 6-exo-dig cycloisomerization.

Expedient synthesis of phenanthrenes via In(III)-catalyzed 6-exo-dig cycloisomerization.

Organic letters (2013-02-05)

Yongseok Kwon, Hyunkyung Cho, Sanghee Kim

RÉSUMÉ

This paper documents the first example of In(III)-catalyzed selective 6-exo-dig hydroarylation of o-propargylbiaryls and their subsequent double-bond migration to obtain functionalized phenanthrenes. Electron-rich biaryl substrates undergo hydroarylation more effectively, and the substrates with various types of substituents on the alkyne can also be smoothly and selectively converted to phenanthrenes.

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