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Issue 80, 2016
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Dual rhodium/copper catalysis: synthesis of benzo[b]fluorenes and 2-naphthalenylmethanones via de-diazotized cycloadditions

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Abstract

A novel synergistic rhodium/copper catalysis has been established, enabling de-diazotized cycloadditions of 1,5-enynes and α-diazocarbonyls toward the selective formation of densely functionalized benzo[b]fluorenes and 2-naphthalenylmethanones. α-Aryldiazoesters result in the formation of triple C–C bonds through bimetallic catalysis whereas a range of functionalized naphthalenes with a 1,5-dicarbonyl unit were accomplished using α-diazocarbonyls without any substituent at the α-position, indicating that substituents at the α-position of the α-diazocarbonyl unit could control the selectivity of the reaction.

Graphical abstract: Dual rhodium/copper catalysis: synthesis of benzo[b]fluorenes and 2-naphthalenylmethanones via de-diazotized cycloadditions

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Publication details

The article was received on 31 Jul 2016, accepted on 08 Sep 2016 and first published on 08 Sep 2016


Article type: Communication
DOI: 10.1039/C6CC06320A
Chem. Commun., 2016,52, 11943-11946

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    Dual rhodium/copper catalysis: synthesis of benzo[b]fluorenes and 2-naphthalenylmethanones via de-diazotized cycloadditions

    Y. Wu, T. Xu, R. Fu, N. Wang, W. Hao, S. Wang, G. Li, S. Tu and B. Jiang, Chem. Commun., 2016, 52, 11943
    DOI: 10.1039/C6CC06320A

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