V. A. Ogurtsov, O. A. Rakitin, Ch. W. Rees, A. A. Smolentsev, “4,5-Dichloro-1,2-dithiole-3-thione in the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles”, Mendeleev Commun., 2003, Volume 13, Issue 2,Pages <nobr>50

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4,5-Dichloro-1,2-dithiole-3-thione in the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles

V. A. Ogurtsov^a, O. A. Rakitin^a, Ch. W. Rees^b, A. A. Smolentsev^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Department of Chemistry, Imperial College London, London, UK

Abstract: 4,5-Dichloro-1,2-dithiole-3-thione 2 undergoes a 1,3-dipolar cycloaddition with DMAD to give stable aliphatic thioacyl chloride 3, which is highly reactive towards nucleophiles such as o-substituted amines to give benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles 9.

Language: English

DOI: 10.1070/MC2003v013n02ABEH001750