What is it about?
In the presence of {[K.18-Crown-6]Br3 }n, a unique tribromide reagent, trimethylsilyl (TMS) ethers, tetrahydropyranyl (THP) ethers, and alcohols were oxidized to their corresponding aldehydes and ketones in H2O2. One-pot deprotection and oxidation of TMS ethers/THP ethers were performed directly and the conversion was complete. Avoiding the isolation of the corresponding alcohol as an intermediate step, the direct transformation of such substrates to carbonyls is the main aim of this work. {[K.18-Crown-6]Br3 }nregeneration was performed via the addition of Br2to the residue of the reaction and recrystallization in acetonitrile.
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Why is it important?
In this research, we explain the oxidation of alcohols, and deprotective oxidation of TMS ethers and THP ethers to aldehydes/ketones using H2O2 in the pres-ence of {[K.18-Crown-6]Br3}n. Avoiding the isolation of the corresponding alcohol as an intermediate step, the direct transformation of such substrates to carbo-nyls is the main aim of this work.
Perspectives
Organic tribromides (OTBs) as reagents/catalysts are preferable to molecular bromine because of the high toxicity of elemental bromine.
Dr Gholamabbas Chehardoli
Read the Original
This page is a summary of: H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n, Green Chemistry Letters and Reviews, April 2017, Taylor & Francis,
DOI: 10.1080/17518253.2017.1306614.
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