Research output: Contribution to journal › Article
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.Research output: Contribution to journal › Article
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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