The palladium-catalyzed hydroarylation of propargylic alcohols with aryl iodides in the presence of Pd(OAc)2, HCOOH, and Et3N in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) at 40°C has been investigated. The process is highly stereoselective. Hydroarylation products have been obtained usually in good yields and the use of the ionic liquid has provided better results than molecular solvents in terms of regioselectivity and/or rate of reaction. Hydroarylation products containing a bromo substituent close to the carbon-carbon triple bond can successfully be used for the development of a new route to chromenes through a hydroarylation-cyclization sequence. © 2004 Elsevier B.V. All rights reserved.
The palladium-catalyzed hydroarylation of propargylic alcohols in room temperature ionic liquids / Cacchi, Sandro; Fabrizi, Giancarlo; Goggiamani, Antonella. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 214:1(2004), pp. 57-64. [10.1016/j.molcata.2003.10.061]
The palladium-catalyzed hydroarylation of propargylic alcohols in room temperature ionic liquids
CACCHI, Sandro;FABRIZI, Giancarlo;GOGGIAMANI, ANTONELLA
2004
Abstract
The palladium-catalyzed hydroarylation of propargylic alcohols with aryl iodides in the presence of Pd(OAc)2, HCOOH, and Et3N in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) at 40°C has been investigated. The process is highly stereoselective. Hydroarylation products have been obtained usually in good yields and the use of the ionic liquid has provided better results than molecular solvents in terms of regioselectivity and/or rate of reaction. Hydroarylation products containing a bromo substituent close to the carbon-carbon triple bond can successfully be used for the development of a new route to chromenes through a hydroarylation-cyclization sequence. © 2004 Elsevier B.V. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
