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A New Variation of the Sila-Sonogashira Reaction

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Abstract

A new variation of the sila-Sonogashira reaction was proposed, which involves the use of tetraalkynylsilane as an alkynylating reagent. It was found that the reaction proceeds most efficiently at an equivalent ratio of tetraalkynylsilane and iodoarene catalyzed by 5 mol % Pd(PPh3)2Cl2 and 10% CuI in the presence of 10-fold amount of triethylamine in chloroform. The title tolanes yields are 58–85%.

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Funding

The study was carried out as part of the state task of the Ministry of Education and Science of the Russian Federation (subject no. FZEN-2023-0006) with the financial support of the Russian Foundation for Basic Research and the Administration of the Krasnodar Territory (project 19-43-230009) using the equipment of the Ecological Analytical Center and the Scientific Educational Center “Diagnostics of the structure and properties of nanomaterials” of the Kuban State University.

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Authors and Affiliations

  1. Kuban State University, 350040, Krasnodar, Russia

    E. S. Spesivaya, I. A. Lupanova, Dz. N. Konshina & V. V. Konshin

  2. I.T. Trubilin Kuban State Agrarian University, 350044, Krasnodar, Russia

    I. V. Sukhno

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  1. E. S. Spesivaya
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  2. I. A. Lupanova
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Correspondence to V. V. Konshin.

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Spesivaya, E.S., Lupanova, I.A., Konshina, D.N. et al. A New Variation of the Sila-Sonogashira Reaction. Russ J Gen Chem 93, 1379–1385 (2023). https://doi.org/10.1134/S1070363223060087

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