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Data · collection · 2016

Understanding the efficacy of N,N -dimethylformamide and oxalyl chloride combination as chemoselective O -formylating agent: An unified experimental and theoretical study

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We have developed a simple but efficient synthetic protocol for the O- formylation of a wide range of aromatic hydroxyl/phenolic substrates using an N,N -dimethylformamide (DMF) and oxalyl chloride [(COCl) 2 ] combination in dichloromethane (DCM) as solvent at ambient temperature.

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The DMF/(COCl) 2 combination was found to be highly chemoselective for the aromatic/phenolic hydroxyl group over aliphatic hydroxyl or aromatic amine/thiol groups.

This chemoselectivity of DMF/(COCl) 2 combination towards O- formylation of aromatic alcohols was explained on the basis of outcomes of both experimental and density functional theory–based theoretical studies.

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DataCite10.6084/m9.figshare.c.2861755.v213 d agoJSON v1
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