4.8 Review

Radical Brook Rearrangements: Concept and Recent Developments

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 37, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202205671

Keywords

Brook Rearrangement; Cross-Coupling Reactions; Photoredox Chemistry; Radicals; Transition-Metal Catalysis

Funding

  1. ShanghaiTech University
  2. National Natural Science Foundation of China

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The Brook rearrangement is an important molecular rearrangement in synthetic chemistry that has applications in the generation of complexes, drug discovery, material science, and natural products synthesis. While the radical Brook rearrangement has received less attention compared to the widely known ionic mechanism, recent advances in photocatalytic reactions and transition-metal-catalyzed cross-coupling reactions have contributed to its exploration.
The Brook rearrangement has already become established as one of the most important molecular rearrangements in synthetic chemistry and has been applied in the generation of complexes, drug discovery, material science, and natural products synthesis. Compared to the widely known ionic mechanism, the radical Brook rearrangement is less explored because of the difficulty in generating alkoxyl radical species. This Minireview summarizes the early developments and general concept of the radical Brook rearrangement and highlights recent advances in photocatalytic reactions and transition-metal-catalyzed cross-coupling reactions involving radical Brook rearrangements. We hope this survey will inspire further developments in this emerging area.

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