Abstract
Acyl Suzuki cross-coupling involves the coupling of an organoboron reagent with an acyl electrophile (acyl halide, anhydride, ester, amide). This review provides a timely overview of the very important advances that have recently taken place in the acylative Suzuki cross-coupling. Particular emphasis is directed toward the type of acyl electrophiles, catalyst systems and new cross-coupling partners. This review will be of value to synthetic chemists involved in this rapidly developing field of Suzuki cross-coupling as well as those interested in using acylative Suzuki cross-coupling for the synthesis of ketones as a catalytic alternative to stoichiometric nucleophilic additions or Friedel-Crafts reactions.
Highlights
The Suzuki cross-coupling represents the most powerful C–C bond forming reaction in organic synthesis [1]
Acyl Suzuki cross-coupling involves the coupling of an organoboron reagent with an acyl electrophile (Figure 1B), and in parallel to the biaryl counterpart typically proceeds by a C(acyl)–C(sp2 ) disconnection [6,7]
We have explored the activating effect ofkey the advances enabling the routine use of this methodology include the development of new amide advances enabling the routine use of this methodology include the development of new amide mesyl group and found it to be advantageous to the synthesis of biaryl ketones using highly atomprecursors, (2)the theactivation establishment new catalysts, (3) discovery the discovery of types new types acyl precursors, establishment of of new catalysts, andand
Summary
The Suzuki cross-coupling represents the most powerful C–C bond forming reaction in organic synthesis [1]. Acyl Suzuki cross-coupling involves the coupling of an organoboron reagent with an acyl electrophile (acyl halide, anhydride, ester, amide) (Figure 1B), and in parallel to the biaryl counterpart typically proceeds by a C(acyl)–C(sp2 ) disconnection [6,7]. We hope that this review will be of value to synthetic chemists involved in this rapidly developing field of acyl Suzuki cross-coupling as well as those interested in using acylative Suzuki cross-coupling for the synthesis. The review is organized by a type of electrophile undergoing cross-coupling in the order of their electrophilic reactivity [13], namely acyl halides, anhydrides, carboxylic acids, esters, and amides. We hope that this review will be of value to synthetic chemists involved in this rapidly developing field of acyl Suzuki cross-coupling as well as those interested in using acylative Suzuki cross-coupling for the synthesis of ketones by this catalytic method.
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