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Synthesis and Cycloaddition Reactions of 1-Azido-1,1,2,2-tetrafluoroethane

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F23%3A00577554" target="_blank" >RIV/61388963:_____/23:00577554 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216275:25310/23:39920497

  • Result on the web

    <a href="https://doi.org/10.1021/acs.joc.3c01346" target="_blank" >https://doi.org/10.1021/acs.joc.3c01346</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.joc.3c01346" target="_blank" >10.1021/acs.joc.3c01346</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Cycloaddition Reactions of 1-Azido-1,1,2,2-tetrafluoroethane

  • Original language description

    A new fluorinated azidoethane─1-azido-1,1,2,2-tetrafluoroethane─was prepared in quantitative yield by the addition of an azide anion to tetrafluoroethylene in a protic medium. The title azide was shown to be thermally stable and insensitive to impact. Copper(I)-catalyzed [3 + 2] cycloaddition with alkynes afforded 4-substituted N-tetrafluoroethyl-1,2,3-triazoles which underwent rhodium(II)-catalyzed transannulation with nitriles to novel N-tetrafluoroethylimidazoles or the reaction with triflic acid to enamido triflates. [3 + 2] Cycloaddition of the title azide with primary amines afforded novel 5-difluoromethyl tetrazoles.

  • 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

    <a href="/en/project/GA23-04659S" target="_blank" >GA23-04659S: Utilization of organic fluorinated azides for the synthesis of unusual nitrogen heterocycles</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal of Organic Chemistry

  • ISSN

    0022-3263

  • e-ISSN

    1520-6904

  • Volume of the periodical

    88

  • Issue of the periodical within the volume

    21

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    9

  • Pages from-to

    14969-14977

  • UT code for WoS article

    001098808400001

  • EID of the result in the Scopus database

    2-s2.0-85177029364