Suzuki-miyaura cross-coupling in acylation reactions,  scope and recent developments.
Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so far less exploited as a tool to introduce an acyl function into a specific substrate. In this review, the various approaches found in the literature will be considered, starting from the direct SM acylative coupling to the recent developments of cross coupling between boronates and acyl chlorides or anhydrides. Special attention will be dedicated to the use of masked acyl boronates, alkoxy styryl and alkoxy dienyl boronates as coupling partners. A final section will be then focused on the acyl SM reaction as key synthetic step in the framework of natural products synthesis.
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland. marco.blangetti@ucd.ie
Marco
M
Blangetti
Heléna
H
Rosso
Cristina
C
Prandi
Annamaria
A
Deagostino
Paolo
P
Venturello
D000215:Acylation; D000577:Amides / Q000138:chemical synthesis; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D007659:Ketones / Q000138:chemical synthesis*; D010165:Palladium / Q000737:chemistry
D000577:Amides; D001897:Boronic Acids; D006571:Heterocyclic Compounds; D007659:Ketones; D010165:Palladium; D003300:Copper