Photocatalytic 1,2,3-Trifunctionalization of β,γ-Unsaturated Ketones via 1,2-Carbonyl Migration to Access
Shi-Gang Yan1, Yi Li1, Shuang Wu1
1State Key Laboratory of Advanced Optical Polymer and Manufacturing Technology, Qingdao Key Laboratory of Biomacromolecular Drug Discovery and Development, College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
Abstract:
Rearrangement reactions are powerful tools in organic synthesis for the construction of new organic molecular scaffolds. Herein we report a photocatalytic radical-mediated 1,2-carbonyl migration of β,γ-unsaturated ketones with α-carbonyl alkyl bromides, producing a wide range of valuable functionalized indanones. This transformation involves a sequential process of alkyl radical generation, radical addition, 1,2-carbonyl rearrangement, annulation, and deprotonation in a single step.
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