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Synthesis of Unsymmetrical 1,1’-Bibenzimidazoles via an N-Amination Reaction Forming the Key N-N Bond

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F22%3A73615707" target="_blank" >RIV/61989592:15310/22:73615707 - isvavai.cz</a>

  • Result on the web

    <a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/slct.202203144" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/slct.202203144</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/slct.202203144" target="_blank" >10.1002/slct.202203144</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of Unsymmetrical 1,1’-Bibenzimidazoles via an N-Amination Reaction Forming the Key N-N Bond

  • Original language description

    The novel synthesis of unsymmetrical 1,1’-bibenzimidazoles is described. The key N−N bond was introduced on 1H-benzimidazole or 1H-benzimidazole-2-sulfonic acid by N-amination with hydroxylamine-O-sulfonic acid (HASA). The precursors, 1-[(2-nitrophenyl)amino]-1H-benzimidazoles, were prepared by nucleophilic aromatic substitution of 1-fluoro-2-nitrobenzene with 1H-benzimidazole-1-amines. The synthesis was demonstrated on 11 novel 1,1’-bibenzimidazoles, which were prepared in the final step by one-pot reduction/cyclization with DMF or DMA acetals under mild acidic conditions in good overall yields.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2022

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    ChemistrySelect

  • ISSN

    2365-6549

  • e-ISSN

  • Volume of the periodical

    7

  • Issue of the periodical within the volume

    38

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    4

  • Pages from-to

    "e202203144-1"-"e202203144-4"

  • UT code for WoS article

    000865566700001

  • EID of the result in the Scopus database

    2-s2.0-85139906917