Tetrahedron

Facile access to sterically hindered aryl ketones via carbonylative cross-coupling: application to the total synthesis of luteolin

BM O'Keefe, N Simmons, SF Martin

Index: O'Keefe, B. Michael; Simmons, Nicholas; Martin, Stephen F. Tetrahedron, 2011 , vol. 67, # 24 p. 4344 - 4351

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Citation Number: 25

Abstract

Abstract A general and mild protocol for achieving the carbonylative cross-coupling of sterically hindered, ortho-disubstituted aryl ketones is reported. The commercially available PEPPSI-IPr catalyst is shown to efficiently promote the carbonylative cross-coupling of hindered ortho-disubstituted aryl iodides to give diaryl ketones; traditional phosphine catalysts are less effective. Carbonylative Suzuki-Miyaura cross-couplings provide a ...