Tetrahedron Letters

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

AE Kulyashova, VN Sorokoumov, VV Popik…

Index: Kulyashova, Alexandra E.; Sorokoumov, Viktor N.; Popik, Vladimir V.; Balova, Irina A. Tetrahedron Letters, 2013 , vol. 54, # 18 p. 2235 - 2238

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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 'acetylene zipper'of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes ...