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Synthesis of New Fluorene-Containing 9-Azabicyclo[4.2.1]nona-2,4,7-trienes by [6π+2π]-Cycloaddition of Alkynes to 9H-Fluoren-9-ylmethyl 1H-Azepine-1-carboxylate

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Abstract

Catalytic [6π+2π]-cycloaddition of terminal alkynes to 9H-fluoren-9-ylmethyl 1H-azepine-1-car­boxylate has been performed for the first time in the presence of a new three-component catalytic system, Co(acac)2(dppe)/Zn/ZnI2, to obtain previously unknown fluorenylmethyl 9-azabicyclo[4.2.1]nona-2,4,7-triene-9-carboxylates in 79–92% yields.

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ACKNOWLEDGMENTS

The spectral studies were performed at the Agidel regional joint center, Ufa Federal Research Center, Russian Academy of Sciences.

Funding

This work was financially supported in the framework of state assignment no. FMRS-2022-0075.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 450075, Ufa, Russia

    G. N. Kadikova

  2. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    V. A. D’yakonov

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  1. G. N. Kadikova
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  2. V. A. D’yakonov
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Correspondence to G. N. Kadikova.

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Kadikova, G.N., D’yakonov, V.A. Synthesis of New Fluorene-Containing 9-Azabicyclo[4.2.1]nona-2,4,7-trienes by [6π+2π]-Cycloaddition of Alkynes to 9H-Fluoren-9-ylmethyl 1H-Azepine-1-carboxylate. Russ J Org Chem 58, 1969–1975 (2022). https://doi.org/10.1134/S1070428022120284

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