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An acetylene zipper - Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols. / Kulyashova, A.E.; Sorokoumov, V.N.; Popik, V.V.; Balova, I.A.

In: Tetrahedron Letters, Vol. 18, No. 54, 2013, p. 2235-2238.

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Kulyashova, A.E. ; Sorokoumov, V.N. ; Popik, V.V. ; Balova, I.A. / An acetylene zipper - Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols. In: Tetrahedron Letters. 2013 ; Vol. 18, No. 54. pp. 2235-2238.

BibTeX

@article{7518c2a72c1a4c078fee04f092aabe37,
title = "An acetylene zipper - Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols",
abstract = "We describe a new approach to the preparation of unsymmetrical arylalkadiynols, which is based on the isomerization of readily available internal alkadiynols into their terminal isomers followed by Sonogashira cross-coupling. The influence of the reaction conditions on the efficiency of the {\textquoteleft}acetylene zipper{\textquoteright} of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes bearing either electron-withdrawing or electron-donating substituents.",
keywords = "Diacetylene zipper Terminal alkadiynols Sonogashira cross-coupling Arylalkadiynols",
author = "A.E. Kulyashova and V.N. Sorokoumov and V.V. Popik and I.A. Balova",
year = "2013",
doi = "10.1016/j.tetlet.2013.02.066",
language = "English",
volume = "18",
pages = "2235--2238",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "54",

}

RIS

TY - JOUR

T1 - An acetylene zipper - Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols

AU - Kulyashova, A.E.

AU - Sorokoumov, V.N.

AU - Popik, V.V.

AU - Balova, I.A.

PY - 2013

Y1 - 2013

N2 - We describe a new approach to the preparation of unsymmetrical arylalkadiynols, which is based on the isomerization of readily available internal alkadiynols into their terminal isomers followed by Sonogashira cross-coupling. The influence of the reaction conditions on the efficiency of the ‘acetylene zipper’ of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes bearing either electron-withdrawing or electron-donating substituents.

AB - We describe a new approach to the preparation of unsymmetrical arylalkadiynols, which is based on the isomerization of readily available internal alkadiynols into their terminal isomers followed by Sonogashira cross-coupling. The influence of the reaction conditions on the efficiency of the ‘acetylene zipper’ of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes bearing either electron-withdrawing or electron-donating substituents.

KW - Diacetylene zipper Terminal alkadiynols Sonogashira cross-coupling Arylalkadiynols

U2 - 10.1016/j.tetlet.2013.02.066

DO - 10.1016/j.tetlet.2013.02.066

M3 - Article

VL - 18

SP - 2235

EP - 2238

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 54

ER -

ID: 7377990