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Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids

Namig Sh Pirguliyev 1
Namig Sh Pirguliyev
,  , 
Nikolai Serafimovich Zefirov 1
Nikolai Serafimovich Zefirov
, 
Peter J Stang 3
Peter J Stang
10.1070/MC1999v009n05ABEH001107
Published 1999-09-28
Communication , Volume 9, Issue 5, 189-190
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Pirguliyev N. S. et al. Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids // Mendeleev Communications. 1999. Vol. 9. No. 5. pp. 189-190.
GOST all authors (up to 50) Copy
Pirguliyev N. S., Brel V. K., Zefirov N. S., Stang P. J. Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids // Mendeleev Communications. 1999. Vol. 9. No. 5. pp. 189-190.
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TY - JOUR
DO - 10.1070/MC1999v009n05ABEH001107
UR - https://mendcomm.colab.ws/publications/10.1070/MC1999v009n05ABEH001107
TI - Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids
T2 - Mendeleev Communications
AU - Pirguliyev, Namig Sh
AU - Brel, Valery Kuzmich
AU - Zefirov, Nikolai Serafimovich
AU - Stang, Peter J
PY - 1999
DA - 1999/09/28
PB - Mendeleev Communications
SP - 189-190
IS - 5
VL - 9
ER -
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@article{1999_Pirguliyev,
author = {Namig Sh Pirguliyev and Valery Kuzmich Brel and Nikolai Serafimovich Zefirov and Peter J Stang},
title = {Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids},
journal = {Mendeleev Communications},
year = {1999},
volume = {9},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1999v009n05ABEH001107},
number = {5},
pages = {189--190},
doi = {10.1070/MC1999v009n05ABEH001107}
}
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Pirguliyev, Namig Sh, et al. “Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids.” Mendeleev Communications, vol. 9, no. 5, Sep. 1999, pp. 189-190. https://mendcomm.colab.ws/publications/10.1070/MC1999v009n05ABEH001107.

Abstract

The oxidation of non-terminal acetylenes by [fluoro(trifluoromethanesulfonyloxy)iodo]benzene in methanol causes oxidative rearrangement to esters of 2-alkyl- and 2-arylalkanoic acids.

References

1.
Acetylenic and Ethylenic Iodonium Salts and Their Reactions with a Carbanion1,2
Beringer F.M., Galton S.A.
Journal of Organic Chemistry, 1965
6.
Acetylenic esters. Preparation and mechanism of formation of alkynyl tosylates and mesylates via tricoordinate iodonium species
Stang P.J., Surber B.W., Chen Z.C., Roberts K.A., Anderson A.G.
Journal of the American Chemical Society, 1987
7.
Perfluoroalkylation of alkynes with RfI(Ph)OSO2CF3
Umemoto T., Kuriu Y., Miyano O.
Tetrahedron Letters, 1982
9.
10.1070/MC1999v009n05ABEH001107_bib6
Müller
Tetrahedron Lett., 1982
10.
10.1070/MC1999v009n05ABEH001107_bib7
Merkushev
Dokl. Akad. Nauk SSSR, 1979
12.
Mild oxidative cleavage of alkynes using [bis(trifluoroacetoxy)iodo]pentafluorobenzene
Moriarty R.M., Penmasta R., Awasthi A.K., Prakash I.
Journal of Organic Chemistry, 1988
14.
New one-pot method for the stereoselective synthesis of (E)-[β-(trifluoromethylsulfonyloxy)-alkenyl](Aryl) iodonium triflates
Kasumov T.M., Pirguliyev N.S., Brel V.K., Grishin Y.K., Zefirov N.S., Stang P.J.
Tetrahedron, 1997
17.
10.1070/MC1999v009n05ABEH001107_bib14
Dictionary of Organic Compounds, 1982
19.
Fluorosulfates and perchlorates of xenon(II) and the salt [(FXeO)2S(O)F]+[AsF6]-
Wechsberg M., Bulliner P.A., Sladky F.O., Mews R., Bartlett N.
Inorganic Chemistry, 1972