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Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’. / Kazakova, A.N.; Iakovenko, R.O.; Muzalevskiy, V.M.; Boyarskaya, I.A.; Avdontceva, M.S.; Starova, G.L.; Vasilyev, A.V.; Nenajdenko, V.G.

In: Tetrahedron Letters, Vol. 55, No. 50, 2014, p. 6851-6855.

Research output: Contribution to journal › Article

Harvard

Kazakova, AN, Iakovenko, RO, Muzalevskiy, VM, Boyarskaya, IA, Avdontceva, MS, Starova, GL, Vasilyev, AV & Nenajdenko, VG 2014, 'Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’', Tetrahedron Letters, vol. 55, no. 50, pp. 6851-6855. https://doi.org/10.1016/j.tetlet.2014.10.083

APA

Kazakova, A. N., Iakovenko, R. O., Muzalevskiy, V. M., Boyarskaya, I. A., Avdontceva, M. S., Starova, G. L., Vasilyev, A. V., & Nenajdenko, V. G. (2014). Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’. Tetrahedron Letters, 55(50), 6851-6855. https://doi.org/10.1016/j.tetlet.2014.10.083

Vancouver

Kazakova AN, Iakovenko RO, Muzalevskiy VM, Boyarskaya IA, Avdontceva MS, Starova GL et al. Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’. Tetrahedron Letters. 2014;55(50):6851-6855. https://doi.org/10.1016/j.tetlet.2014.10.083

Author

Kazakova, A.N. ; Iakovenko, R.O. ; Muzalevskiy, V.M. ; Boyarskaya, I.A. ; Avdontceva, M.S. ; Starova, G.L. ; Vasilyev, A.V. ; Nenajdenko, V.G. / Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’. In: Tetrahedron Letters. 2014 ; Vol. 55, No. 50. pp. 6851-6855.

BibTeX

@article{e228155ec10745e5b0d036641d32f3c7,
title = "Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual {\textquoteleft}dimerization{\textquoteright}",
abstract = "An unusual {\textquoteleft}dimerization{\textquoteright} of CF3-allyl alcohols [ArCHdouble bond; length as m-dashCHCH(OH)CF3] under the action of anhydrous FeCl3 was found to give fluorinated indanes in 62–90% yields via the formation of intermediate allyl cations. Reactions of CF3-allyl alcohols with arenes (Ar′H) led to CF3-alkenes [Ar(Ar′)CHCHdouble bond; length as m-dashCHCF3] in 48–75% yields. The mechanisms of the transformations are discussed.",
keywords = "CF3-allyl alcohols, CF3-alkenes, Iron trichloride, Fluorinated indanes, CF3-allyl carbocations",
author = "A.N. Kazakova and R.O. Iakovenko and V.M. Muzalevskiy and I.A. Boyarskaya and M.S. Avdontceva and G.L. Starova and A.V. Vasilyev and V.G. Nenajdenko",
year = "2014",
doi = "10.1016/j.tetlet.2014.10.083",
language = "English",
volume = "55",
pages = "6851--6855",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "50",

}

RIS

TY - JOUR

T1 - Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’

AU - Kazakova, A.N.

AU - Iakovenko, R.O.

AU - Muzalevskiy, V.M.

AU - Boyarskaya, I.A.

AU - Avdontceva, M.S.

AU - Starova, G.L.

AU - Vasilyev, A.V.

AU - Nenajdenko, V.G.

PY - 2014

Y1 - 2014

N2 - An unusual ‘dimerization’ of CF3-allyl alcohols [ArCHdouble bond; length as m-dashCHCH(OH)CF3] under the action of anhydrous FeCl3 was found to give fluorinated indanes in 62–90% yields via the formation of intermediate allyl cations. Reactions of CF3-allyl alcohols with arenes (Ar′H) led to CF3-alkenes [Ar(Ar′)CHCHdouble bond; length as m-dashCHCF3] in 48–75% yields. The mechanisms of the transformations are discussed.

AB - An unusual ‘dimerization’ of CF3-allyl alcohols [ArCHdouble bond; length as m-dashCHCH(OH)CF3] under the action of anhydrous FeCl3 was found to give fluorinated indanes in 62–90% yields via the formation of intermediate allyl cations. Reactions of CF3-allyl alcohols with arenes (Ar′H) led to CF3-alkenes [Ar(Ar′)CHCHdouble bond; length as m-dashCHCF3] in 48–75% yields. The mechanisms of the transformations are discussed.

KW - CF3-allyl alcohols

KW - CF3-alkenes

KW - Iron trichloride

KW - Fluorinated indanes

KW - CF3-allyl carbocations

U2 - 10.1016/j.tetlet.2014.10.083

DO - 10.1016/j.tetlet.2014.10.083

M3 - Article

VL - 55

SP - 6851

EP - 6855

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 50

ER -

ID: 7031245