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Reactions of sodium 2-pyridylchalcogenolates with propargyl halides

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Abstract

The nature of the chalcogen atom has a decisive effect on the direction of the nucleophilic substitution reaction between 2-pyridylchalcogenolate anions and propargyl halides. 2-Pyridylchalcogenolate anions react with sodium pyridyl tellurolate following 1,3-nucleophilic substitution mechanism to give selectively allenyl 2-pyridyl telluride. Under similar conditions, sodium 2-pyridyl selenolate and 2-pyridyl thiolate produce propargyl 2-pyridyl selenide and propargyl 2-pyridyl sulfide, respectively.

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Correspondence to S. V. Amosova.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2982–2984, December, 2016.

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Musalova, M.V., Panov, V.A., Musalov, M.V. et al. Reactions of sodium 2-pyridylchalcogenolates with propargyl halides. Russ Chem Bull 65, 2982–2984 (2016). https://doi.org/10.1007/s11172-016-1689-0

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  • DOI: https://doi.org/10.1007/s11172-016-1689-0

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