ChemInform Abstract: SYNTHESIS OF 4H‐1,4‐BENZOTHIAZINE DERIVATIVES THROUGH CONDENSATION OF O‐AMINOTHIOPHENOL WITH α‐CYANO‐α‐METHYLTHIOACETOPHENONES

Novel molecular iodine catalyzed cyclization reactions of 2-amino anilines with aryl alkyl ketones under oxidant and metal-free conditions are described. The reaction likely involves sequential C-N bond formation followed by C(CO)-C(alkyl) bond cleavage. Various 2-substituted benzimidazoles are obtained in moderate to good yields in a single step from readily available acetophenones, propiophenones, and phenylacetophenones.

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Benzimidazoles from Aryl Alkyl Ketones and 2-Amino Anilines by an Iodine Catalyzed Oxidative C(CO)–C(alkyl) Bond Cleavage

Ravi

Shaikh

Upare

et al. 2017

J. Org. Chem.

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ChemInform Abstract: SYNTHESIS OF 4H‐1,4‐BENZOTHIAZINE DERIVATIVES THROUGH CONDENSATION OF O‐AMINOTHIOPHENOL WITH α‐CYANO‐α‐METHYLTHIOACETOPHENONES

Abstract: Die Esterkondensation des Methylmercaptoacetonitrils (II) mit Benzoesäuremethylestern (I) liefert die Methylmercaptocyan‐acetophenone (III).

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Benzimidazoles from Aryl Alkyl Ketones and 2-Amino Anilines by an Iodine Catalyzed Oxidative C(CO)–C(alkyl) Bond Cleavage

Benzimidazoles from Aryl Alkyl Ketones and 2-Amino Anilines by an Iodine Catalyzed Oxidative C(CO)–C(alkyl) Bond Cleavage

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