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Published on: June 21, 2017
Deacylative Functionalization of Ketones via Radical-Triggered Alkyl-Acyl Bond Cleavage
Xidong Pang1, Yunlong Ma1, Zhong-Qiang Zhou1
1Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education, School of Chemistry and Materials Science, South-Central Minzu University, Wuhan430074, China.
Abstract:
Herein, we disclose a radical-triggered deacylative functionalization of ketones that proceeds efficiently under transition-metal-free and high-energy-light-free conditions. Readily accessible methyl ketones are harnessed to form pre-aromatic intermediates (PAIs), which undergo aromatization-promoted α-C-C bond scission to deliver versatile carbon-centered radicals. Leveraging this radical intermediate, a diverse range of deacylative reactions, including alkenylation, alkynylation, heteroarylation, and oxime etherification, were successfully achieved.
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