Selective Heck reaction of aryl bromides with cyclopent-2-en-1-one or cyclohex-2-en-1-one

Y Fall, H Doucet, M Santelli

Index: Fall, Yacoub; Doucet, Henri; Santelli, Maurice Tetrahedron, 2009 , vol. 65, # 2 p. 489 - 495

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Citation Number: 15

Abstract

The selective Heck reaction of cyclopent-2-en-1-one or cyclohex-2-en-1-one with aryl bromides gives a simple access to the corresponding 3-arylcycloalk-2-en-1-ones. The choice of the base was found to be crucial to avoid the formation of 3-arylcyclopentanones or 3-arylcyclohexanones as side-products. Using KF as base, DMF as solvent and Pd (OAc) 2 as catalyst, the target products were obtained in moderate to good yields with a variety ...