Tetrahedron letters

6-Chloro-2 (2H)-pyranone: a new 2 (2H)-pyranone synthon

M Biagetti, F Bellina, A Carpita, R Rossi

Index: Biagetti, Matteo; Bellina, Fabio; Carpita, Adriano; Rossi, Renzo Tetrahedron Letters, 2003 , vol. 44, # 3 p. 607 - 610

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Citation Number: 20

Abstract

6-Chloro-2 (2H)-pyranone, which can be prepared in high yield from commercially available trans-glutaconic acid, undergoes facile Pd/Cu-catalyzed reaction with various 1-alkynes to give rise to the corresponding 6-(1-alkynyl)-2 (2H)-pyranones in moderate to good yields. These last hitherto unknown compounds have been used as direct precursors to 6-alkyl-and 6-[(Z)-1-alkenyl]-2 (2H)-pyranones.