Electrochemical Synthesis of Imino-C-Nucleosides by “Reactivity Switching” Methodology for in situ Generated Glycoside Donors was written by Okamoto, Kazuhiro;Tsutsui, Mizuki;Morizumi, Haruka;Kitano, Yoshikazu;Chiba, Kazuhiro. And the article was included in European Journal of Organic Chemistry in 2021.Formula: C9H6N2 This article mentions the following:
Redox-induced regioselective C(sp3)-H C-glycosidation for unactivated prolinols was achieved by controlling the anomeric reactivity of electrochem. generated iminium cations. A mechanistic study revealed that the intermediate was pooled as covalent azaribose or iminium cation species in situ, and the electrophilicity of intermediates can be adjusted by changing coexisting acids. We found that the armed/disarmed analogy concept of traditional glycochem. can be adapted to our C-glycosidation reaction. Finally, we invented a logical synthetic methodol., named “reactivity switching” concept, and synthesized a series of imino-C-nucleosides (C-azanucleosides) based on this methodol. In the experiment, the researchers used many compounds, for example, Indole-5-carbonitrile (cas: 15861-24-2Formula: C9H6N2).
Indole-5-carbonitrile (cas: 15861-24-2) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Formula: C9H6N2
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Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles