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volume 51 issue 24 pages 4582-4589

Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction

Publication typeJournal Article
Publication date2019-09-05
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract

A simple gram-scale method for the preparation of esters and dialkylamides of 2-(fluoro/iodo)-2H-azirine-2-carboxylic acids via the halogen exchange (Halex) reaction of 2-bromo-substituted analogues is reported. The method operates with inexpensive and safe reagents­, Bu4NF and potassium iodide, providing high product yields. Alternatively, 2-fluoro-2H-azirine-2-carboxylates can be prepared from 2-iodo- and 2-chloro-analogues. The latter compounds can be obtained in practically quantitative yield by treating the 2-iodo- and 2-bromo-2H-azirine-2-carboxylic esters with Bu4NCl.

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GOST |
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GOST Copy
Novikov M. S. Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction // Synthesis. 2019. Vol. 51. No. 24. pp. 4582-4589.
GOST all authors (up to 50) Copy
Novikov M. S. Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction // Synthesis. 2019. Vol. 51. No. 24. pp. 4582-4589.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1055/s-0039-1690200
UR - https://doi.org/10.1055/s-0039-1690200
TI - Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction
T2 - Synthesis
AU - Novikov, Mikhail S.
PY - 2019
DA - 2019/09/05
PB - Georg Thieme Verlag KG
SP - 4582-4589
IS - 24
VL - 51
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Novikov,
author = {Mikhail S. Novikov},
title = {Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction},
journal = {Synthesis},
year = {2019},
volume = {51},
publisher = {Georg Thieme Verlag KG},
month = {sep},
url = {https://doi.org/10.1055/s-0039-1690200},
number = {24},
pages = {4582--4589},
doi = {10.1055/s-0039-1690200}
}
MLA
Cite this
MLA Copy
Novikov, Mikhail S.. “Easy Access to 2-Fluoro- And 2-Iodo-2 H -azirines via the Halex Reaction.” Synthesis, vol. 51, no. 24, Sep. 2019, pp. 4582-4589. https://doi.org/10.1055/s-0039-1690200.