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Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F12%3A00379964" target="_blank" >RIV/61388963:_____/12:00379964 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.3762/bjoc.8.131" target="_blank" >http://dx.doi.org/10.3762/bjoc.8.131</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.3762/bjoc.8.131" target="_blank" >10.3762/bjoc.8.131</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction

  • Original language description

    Diethyl 2-nitro-(pentafluorosulfanyl)benzylphosphonates, available by the vicarious nucleophilic substitution reaction of meta- and para-nitro-(pentafluorosulfanyl)benzenes and diethyl chloromethylphosphonate, undergo Horner-Wadsworth-Emmons reaction with aldehydes in the presence of potassium hydroxide in acetonitrile at ambient temperature to give (E)-2-nitro-1-alkenyl-(pentafluorosulfanyl)benzenes in good yields and high stereoselectivities. Follow-up transformations of the primary products provided(E)-1-alkenyl-(pentafluorosulfanyl)benzenes and 2-(2-arylethyl)-(pentafluorosulfanyl)anilines.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GAP207%2F12%2F0072" target="_blank" >GAP207/12/0072: Development of new methodologies towards (pentafluorosulfanyl)benzenes.</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2012

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Beilstein Journal of Organic Chemistry

  • ISSN

    1860-5397

  • e-ISSN

  • Volume of the periodical

    8

  • Issue of the periodical within the volume

    25 Jul

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    6

  • Pages from-to

    1185-1190

  • UT code for WoS article

    000306830900001

  • EID of the result in the Scopus database