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Novel One-Pot Method for Chemoselective Bromination and Sequential Sonogashira Coupling

Noriki Kutsumura*, Kentaro Niwa and Takao Saito*

*Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Email: nkutsurs.kagu.tus.ac.jp, tsaitors.kagu.tus.ac.jp

N. Kutsumura, K. Niwa, T. Saito, Org. Lett., 2010, 12, 3316-3319.

DOI: 10.1021/ol101110v (free Supporting Information)


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Abstract

A chemoselective DBU-promoted elimination of vicinal dibromoalkanes having an adjacent O-functional group enables an efficient one-pot method for bromination-elimination of allyl alcohol derivatives to give 2-bromo allyl alcohol derivatives. Moreover, an efficient one-pot method for Sonogashira coupling was also achieved.

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Key Words

vinyl bromides


ID: J54-Y2010-2020