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Cobalt(I)-catalyzed [6π+2π]-cycloaddition of 1,3-diynes to cyclohepta-1,3,5-triene in the synthesis of new disubstituted bicyclo[4.2.1]nona-2,4,7-trienes

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Abstract

The catalytic [6π+2π]-cycloaddition of symmetric 1,3-diynes to cyclohepta-1,3,5-triene under the action of the three-component catalytic system Co(acac)2(dppe)/Zn/ZnI2 was realized for the first time. Previously unreported disubstituted bicyclo[4.2.1]nona-2,4,7-trienes were obtained in high yields (78–98%) and characterized.

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Funding

This work was performed in the framework of a state task (project No. FMRS-2022-0075). Structural studies were carried out at the Regional Center of Collective Usage “Agidel” of the Ufa Federal Research Center of the Russian Academy of Sciences, in its branch at the Institute of Petrochemistry and Catalysis of the Ufa Federal Research Center of RAS.

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  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation

    G. N. Kadikova

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Correspondence to G. N. Kadikova.

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Dedicated to the memory of Academician of the Russian Academy of Sciences G. A. Tolstikov (1933–2013).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 10, pp. 2338–2344, October, 2023.

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Kadikova, G.N. Cobalt(I)-catalyzed [6π+2π]-cycloaddition of 1,3-diynes to cyclohepta-1,3,5-triene in the synthesis of new disubstituted bicyclo[4.2.1]nona-2,4,7-trienes. Russ Chem Bull 72, 2338–2344 (2023). https://doi.org/10.1007/s11172-023-4030-8

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