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Abstract <p>Iodine- and bromine-containing tetrazolo[5,1-<i>b</i>][1,3]thiazinium halides were synthesized for the first time by electrophilic heterocyclization of 5-prenylsulfanyl- and 5-(3-butenyl)sulfanyl-1-methyltetrazoles under the action of iodine or bromine in various solvents. The structure of the obtained compounds was studied and confirmed by <sup>1</sup>H and <sup>13</sup>C{<sup>1</sup>H} NMR spectroscopy methods. The structure of 7-iodomethyl-3-methyl-6,7-dihydro-5<i>H</i>-tetrazolo[5,1-<i>b</i>][1,3]thiazinium polyiodide and non-covalent interactions (short contacts) cation···anion were characterized by single crystal X-ray diffraction analysis.</p>

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Synthesis and Heterocyclization of 5-Alkenylsulfanyl-1-methyltetrazoles

  • 期刊论文

  • 发表日期：

    2026年3月11日

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  • Elena S. Il’inykh,
  • Dmitry S. Kopchuk,
  • Vasiliy S. Gaviko

摘要

Abstract

Iodine- and bromine-containing tetrazolo[5,1-b][1,3]thiazinium halides were synthesized for the first time by electrophilic heterocyclization of 5-prenylsulfanyl- and 5-(3-butenyl)sulfanyl-1-methyltetrazoles under the action of iodine or bromine in various solvents. The structure of the obtained compounds was studied and confirmed by 1H and 13C{1H} NMR spectroscopy methods. The structure of 7-iodomethyl-3-methyl-6,7-dihydro-5H-tetrazolo[5,1-b][1,3]thiazinium polyiodide and non-covalent interactions (short contacts) cation···anion were characterized by single crystal X-ray diffraction analysis.