Kraus Reaction

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Irishi N N Namboothiri - One of the best experts on this subject based on the ideXlab platform.

  • Synthesis of Aminophenanthrenes and Benzoquinolines via Hauser–Kraus Annulation of Sulfonyl Phthalide with Rauhut–Currier Adducts of Nitroalkenes
    2017
    Co-Authors: Tarun Kumar, Vaijinath Mane, Irishi N N Namboothiri
    Abstract:

    The Hauser–Kraus Reaction of sulfonyl phthalide with nitroalkene derivatives provides access to aminophenanthrenes, including phenanthrene-substituted amino acids and benzoquinolines. The intermediate quinones bearing a key ketoalkyl moiety undergoes facile intramolecular enamine cyclization. Interestingly, enamines derived from primary and secondary amines undergo cyclization via C-centered nucleophilic attack to provide aminophenanthrenes, whereas those derived from ammonia undergo cyclization via N-centered nucleophilic attack leading to benzoquinolines. A one-pot protocol for the direct transformation of phthalides and nitroalkene derivatives to aminophenanthrenes and benzoquinolines has also been developed

Tarun Kumar - One of the best experts on this subject based on the ideXlab platform.

  • Synthesis of Aminophenanthrenes and Benzoquinolines via Hauser–Kraus Annulation of Sulfonyl Phthalide with Rauhut–Currier Adducts of Nitroalkenes
    2017
    Co-Authors: Tarun Kumar, Vaijinath Mane, Irishi N N Namboothiri
    Abstract:

    The Hauser–Kraus Reaction of sulfonyl phthalide with nitroalkene derivatives provides access to aminophenanthrenes, including phenanthrene-substituted amino acids and benzoquinolines. The intermediate quinones bearing a key ketoalkyl moiety undergoes facile intramolecular enamine cyclization. Interestingly, enamines derived from primary and secondary amines undergo cyclization via C-centered nucleophilic attack to provide aminophenanthrenes, whereas those derived from ammonia undergo cyclization via N-centered nucleophilic attack leading to benzoquinolines. A one-pot protocol for the direct transformation of phthalides and nitroalkene derivatives to aminophenanthrenes and benzoquinolines has also been developed

Vaijinath Mane - One of the best experts on this subject based on the ideXlab platform.

  • Synthesis of Aminophenanthrenes and Benzoquinolines via Hauser–Kraus Annulation of Sulfonyl Phthalide with Rauhut–Currier Adducts of Nitroalkenes
    2017
    Co-Authors: Tarun Kumar, Vaijinath Mane, Irishi N N Namboothiri
    Abstract:

    The Hauser–Kraus Reaction of sulfonyl phthalide with nitroalkene derivatives provides access to aminophenanthrenes, including phenanthrene-substituted amino acids and benzoquinolines. The intermediate quinones bearing a key ketoalkyl moiety undergoes facile intramolecular enamine cyclization. Interestingly, enamines derived from primary and secondary amines undergo cyclization via C-centered nucleophilic attack to provide aminophenanthrenes, whereas those derived from ammonia undergo cyclization via N-centered nucleophilic attack leading to benzoquinolines. A one-pot protocol for the direct transformation of phthalides and nitroalkene derivatives to aminophenanthrenes and benzoquinolines has also been developed