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Construction of Carbocyclic Ring of Indoles Using Ruthenium-Catalyzed Ring-Closing Olefin Metathesis

Kazuhiro Yoshida*, Kazushi Hayashi and Akira Yanagisawa*

*Department of Chemistry, Graduate School of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan, Email: kyoshidafaculty.chiba-u.jp, ayanagifaculty.chiba-u.jp

K. Yoshida, K. Hayashi, A. Yanagisawa, Org. Lett., 2011, 13, 4762-4765.

DOI: 10.1021/ol201510u (free Supporting Information)


Abstract

A ring-closing olefin metathesis (RCM)/elimination sequence or an RCM/tautomerization sequence of functionalized pyrrole precursors enabled the selective synthesis of substituted indoles. The RCM/elimination sequence was also applied to double ring closure to yield a substituted carbazole.

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Key Words

Indoles, Cyclizations


ID: J54-Y2011-2600