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Phase transfer catalytic synthesis of silyl derivatives of heterocyclic thiols

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reactions of heteroaromatic thiols with trialkylsilylakyl iodides in the two-phase catalytic system (solid K2CO3/18-crown-6/toluene) at 111°C selectively lead to formation of the corresponding (trialkylsilylalkyl)thiohetarenes. 6-Mercaptopurine in the presence of two equivalents of alkylating agent yields S,N-dialkylated derivatives.

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Authors
  1. E. Abele
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  2. K. Rubina
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  3. R. Abele
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  4. I. Sleiksha
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  5. E. Lukevics
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Additional information

Dedicated to the 100th anniversary of the birth of Academician A. N. Nesmeyanov.

Latvian Institute of Organic Synthesis, Riga LV-1006, Latvia Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1197–1202, September, 1999.

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Abele, E., Rubina, K., Abele, R. et al. Phase transfer catalytic synthesis of silyl derivatives of heterocyclic thiols. Chem Heterocycl Compd 35, 1052–1058 (1999). https://doi.org/10.1007/BF02251796

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  • DOI: https://doi.org/10.1007/BF02251796

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