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Cyanomethylation of α-amino acid derivatives using C(sp³)–H bond activation

Biswas, Ashik (2018) Cyanomethylation of α-amino acid derivatives using C(sp³)–H bond activation. Masters thesis, Indian Institute of Science Education and Research Kolkata.

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    Abstract

    Transition metal catalysed C–H bond activation is a well established and crucial transformation in the organic synthesis. In this study, we developed a new method for β-cyanomethylation of α-amino acids via palladium catalysed aminoquinoline (AQ) directed β-C(sp³)–H bond activation with insitu generated iodoacetonitrile (ICH2CN) from chloroacetonitrile (ClCH2CN) and NaI. Unlike previous report where cyanomethylation of C(sp³)–H bond is limited to alanine derivative only, our protocol works well with different amino acids and carboxylic acids derivatives with excellent diastereoselectivity and good chemical yields.

    Item Type: Thesis (Masters)
    Additional Information: Supervisor: Dr. Devarajulu Sureshkumar
    Uncontrolled Keywords: Alpha-Amino Acids; Beta-cyanomethylation; Carboxylic Acids; Organic Synthesis; Transition Metal
    Subjects: Q Science > QD Chemistry
    Divisions: Department of Chemical Sciences
    Depositing User: IISER Kolkata Librarian
    Date Deposited: 04 Dec 2018 11:10
    Last Modified: 04 Dec 2018 11:10
    URI: http://eprints.iiserkol.ac.in/id/eprint/724

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