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- Title
Synthesis of Ketonylated Carbocycles via Excited‐State Copper‐Catalyzed Radical Carbo‐Aroylation of Unactivated Alkenes.
- Authors
Sarkar, Satavisha; Banerjee, Arghya; Ngai, Ming‐Yu
- Abstract
Carbocycles are core skeletons in natural and synthetic organic compounds possessing a wide diversity of important biological activities. Herein, we report the development of an excited‐state copper‐catalyzed radical carbo‐aroylation of unactivated alkenes to synthesize ketonylated tetralins, di‐ and tetrahydrophenanthrenes, and cyclopentane derivatives. The reaction is operationally simple and features mild reaction conditions that tolerate a broad range of functional groups. Preliminary mechanistic studies suggest a reaction pathway beginning with photoexcitation of Cu catalyst and followed by a single electron transfer (SET), radical aroylation of unactivated alkenes, radical cyclization, and re‐aromatization, affording the desired ketonylated carbocycles.
- Subjects
ALKENES; BIODIVERSITY; CYCLOPENTANE derivatives; CHARGE exchange; ORGANIC compounds
- Publication
ChemCatChem, 2023, Vol 15, Issue 1, p1
- ISSN
1867-3880
- Publication type
Article
- DOI
10.1002/cctc.202201128