Litcius/Paper detail

Synthesis of β-nitro ketones from geminal bromonitroalkanes and silyl enol ethers by visible light photoredox catalysis

Haoying Cao, Shanshan Ma, Yanhong Feng, Yawen Guo, Peng Jiao

2022Chemical Communications31 citationsDOI

Abstract

Various β-nitro ketones, including those bearing a β-tertiary carbon, were prepared from geminal bromonitroalkanes and trimethylsilyl enol ethers of a broad range of ketones by visible light photoredox catalysis, which were then easily converted into β-amino ketones, 1,3-amino alcohols, α,β-unsaturated ketones, β-cyano ketones and γ-nitro ketones.

Topics & Concepts

GeminalEnolSilylationNitroChemistryTrimethylsilylCatalysisOrganic chemistryKetonePhotoredox catalysisPhotochemistryMedicinal chemistryPhotocatalysisAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions