- Iodine promoted α-hydroxylation of ketones
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A novel method for α-hydroxylation of ketones using substoichiometric amount of iodine under metal-free conditions is described. This method has been successfully employed in synthesizing a variety of heterocyclic compounds, which are useful precursors. α-Hydroxylation of diketones and triketones are illustrated. This strategy provides a novel, efficient, mild and inexpensive method for α-hydroxylation of aryl ketones using a sub-stoichiometric amount of molecular iodine.
- Siddaraju, Yogesh,Prabhu, Kandikere Ramaiah
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supporting information
p. 6749 - 6753
(2015/06/25)
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- Friedel-Crafts Reaction of 2-Methylfuran with Saturated and α,β-Unsaturated Acid Anhydrides
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2-Methylfuran (5) reacts with the saturated acid anhydrides 16 - 26 in the presence of SnCl4 to give the 2-acyl-5-methylfurans 37 - 47 selectively.The unsaturated anhydrides 27 - 32, however, yield mixtures which only in the case of senecioic acid anhydride (29) contain the respective primary product 48.Subsequent reactions lead to the addition products 55 (from 27) and 56 (from 29), and to (E,Z)-mixtures of their enol esters 57 - 62 which could partially be separated and assigned. - The olfactory properties of 2, 37 - 48, 50, 52, and 53 were investigated.
- Scholz, Stefan,Marschall-Weyerstahl, Helga,Weyerstahl, Peter
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p. 1935 - 1950
(2007/10/02)
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