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CC BY-ND-NC 4.0 · SynOpen 2017; 01(01): 0084-0090
DOI: 10.1055/s-0036-1588544
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An Approach to 1,1-Disubstituted Pyrazolylcyclopropane Building Blocks

Pavel S. Nosik
a   Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street 5, Kyiv 02660, Ukraine   Email: s.v.ryabukhin@gmail.com
b   Taras Shevchenko National University of Kyiv, Volodymyrska Street 64, Kyiv 01601, Ukraine
,
Oleksiy S. Artamonov
a   Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street 5, Kyiv 02660, Ukraine   Email: s.v.ryabukhin@gmail.com
,
Sergey V. Ryabukhin*
b   Taras Shevchenko National University of Kyiv, Volodymyrska Street 64, Kyiv 01601, Ukraine
,
Oleksandr O. Grygorenko
b   Taras Shevchenko National University of Kyiv, Volodymyrska Street 64, Kyiv 01601, Ukraine
› Author AffiliationsThe work was supported by Ukrainian Government Funding (state registry No. 0114U003956) and Life Chemicals Group.
Further Information

Publication History

Received: 03 July 2017

Accepted after revision: 31 July 2017

Publication Date:
14 August 2017 (online)

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Abstract

An approach to isomeric 1,1-disubstituted pyrazolylcyclopropanes that relies on lithium diisopropylamide (LDA) mediated bis-alkylation­ of the corresponding pyrazolylacetonitriles is developed. The building blocks obtained can be considered as lead-like bioisosteres of arylpyrazole and pyrazolecarboxamide moieties and are thus useful for early drug discovery projects.

Key words

cyclopropanes - pyrazoles - hetarylacetonitriles - nucleophilic substitution - lead-oriented synthesis

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588544.
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