131437-38-2Relevant articles and documents
Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes
Itoh, Taisuke,Shimizu, Yohei,Kanai, Motomu
supporting information, p. 2736 - 2739 (2014/06/09)
A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.
Addition of arylboronic acids to arylpropargyl alcohols en route to indenes and quinolines
Panteleev, Jane,Huang, Richard Y.,Lui, Erica K. J.,Lautens, Mark
supporting information; scheme or table, p. 5314 - 5317 (2011/12/01)
A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.
COMPLEXES OF TRANSITION METALS IN THE CHEMISTRY OF CONJUGATED SYSTEMS. I. CATALYTIC ADDITION OF ORGANOMAGNESIUM AND ORGANOLITHIUM COMPOUNDS TO ENYNES AND THEIR DERIVATIVES
Zubritskii, L. M.,Fomina, T. N.,Bal'yan, Kh. V.
, p. 63 - 71 (2007/10/02)
Hydrocarbons with a conjugated system of double and triple bonds are capable of catalytic addition of arylmagnesium halides and aryllithiums at the triple bond in the presence of the salts and complexes of transition metals of group VIII.The β-diketonate complexes of Ni(II) and Fe(III) have the greatest activity.In the case of aryllithiums uncatalyzed addition reactions occur as well.Under the same conditions aliphatic Grignard reagents and alkyllithiums give a complex mixture of addition, reduction and oligomerizatin products.The direction of addition is determined solely by the character of substitution in the enyne system.The product yields are also determined by the nature of the metal and of the ligands in the catalyst and by the character of the organomagnesium and organolithium compound.The effect of polar and steric factors of the substituents at the triple bond in the alkyl, aryl, and trialkylsilyl series leads to a change in the direction of coordination and to the formation of the products from addition at the double bond.
