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Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
Chemistry Department, Turin University, via P. Giuria 7, 10125 Torino, Italy
* Author to whom correspondence should be addressed.
Received: 19 December 2012; in revised form: 8 January 2013 / Accepted: 9 January 2013 / Published: 17 January 2013
Abstract: 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.
Keywords: Suzuki-Miyaura cross-coupling; acylation; palladium; ketones
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MDPI and ACS Style
Blangetti, M.; Rosso, H.; Prandi, C.; Deagostino, A.; Venturello, P. Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments. Molecules 2013, 18, 1188-1213.
Blangetti M, Rosso H, Prandi C, Deagostino A, Venturello P. Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments. Molecules. 2013; 18(1):1188-1213.
Blangetti, Marco; Rosso, Heléna; Prandi, Cristina; Deagostino, Annamaria; Venturello, Paolo. 2013. "Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments." Molecules 18, no. 1: 1188-1213.