Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments

被引:125
|
作者
Blangetti, Marco [1 ]
Rosso, Helena [2 ]
Prandi, Cristina [2 ]
Deagostino, Annamaria [2 ]
Venturello, Paolo [2 ]
机构
[1] Natl Univ Ireland Univ Coll Dublin, Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Dublin 4, Ireland
[2] Univ Turin, Dept Chem, I-10125 Turin, Italy
关键词
Suzuki-Miyaura cross-coupling; acylation; palladium; ketones; PALLADIUM-CATALYZED CARBONYLATION; PREPARING AROMATIC KETONES; ASYMMETRIC CONJUGATE ADDITION; FRIEDEL-CRAFTS ACYLATION; ARYLBORONIC ACIDS; ACYL CHLORIDES; BORONIC ACIDS; NAZAROV REACTION; CARBOXYLIC ANHYDRIDES; ORGANOBORON COMPOUNDS;
D O I
10.3390/molecules18011188
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:1188 / 1213
页数:26
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