Abstract
We have found a novel and simple approach to synthesis of 2-alkyl-3-(methylthio)-5,6-dihydro-2H-2-thiopyranimines by reactions of isothiocyanates with the carbanion of methylthiobutadiene, generatedin situ when treated with the superbasic system BuLi-t-BuOK. We have established that alkylation of the synthesized thiopyrans with methyliodide in the presence oft-BuOK leads to N-alkyl-1,2-di(methylthio)-2,4-pentadiene-1-imines.
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Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033, Russia. Department of Preparative Organic chemistry, Utrecht University, 3584 CX Utrecht, Netherlands. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 626–629, May, 1998.
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Nedolya, N.A., Brandsma, L., Verkruijsse, H. et al. 2-Iminothiopyrans from methylthiobutadiene and isothiocyanates. Chem Heterocycl Compd 34, 550–553 (1998). https://doi.org/10.1007/BF02290937
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DOI: https://doi.org/10.1007/BF02290937