DMSO/I2 mediated C–C bond cleavage of α-ketoaldehydes followed by C–O bond formation: a metal-free approach for one-pot esterification?
Organic & Biomolecular Chemistry Pub Date: 2015-06-17 DOI: 10.1039/C5OB01015B
Abstract
A novel and efficient I2/DMSO mediated metal-free strategy is presented for the direct C–C bond cleavage of aryl-/heteroaryl- or aliphatic α-ketoaldehydes by C2-decarbonylation and C1-carbonyl oxidation to give the corresponding carboxylic acids followed by esterification in one pot, offering excellent yields in both the steps. Here, DMSO acts as the oxygen source/oxidant and this reaction works very well under both conventional heating and microwave irradiation. This is a very simple and convenient protocol.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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