- Cathodic reduction of hydroxycarbonyl compound trichloroacetyl esters
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New coumarins and new 2-(2′,2′-dichlorovinyl) phenols have been prepared by cathodic reduction under potentiostatic conditions of trichloroacetyl esters of o-hydroxyketones and o-hydroxyaldehydes in aprotic media. Electroreductions of trichloroacetyl esters of α-hydroxy-1,4- naphthoquinone, 3-hydroxy-2-methyl-4-pyrone, methyl salicylate and benzoin have also been investigated.
- Dolly,Batanero,Barba
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p. 9161 - 9165
(2007/10/03)
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- THE REACTION OF t-BUTYL HYPOCHLORITE WITH THIOCARBONYL COMPOUND - A CONVENIENT METHOD FOR THE TRANSFORMATION
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The reaction of t-butyl hypochlorite with different thiocarbonyl compounds has been studied.Primary thioamides 1a-c give 1,2,4-thiadiazole derivatives.N-Phenylthiourea 4a gives 5-imino-4-phenyl-3-phenylamino-4,5-dihydro-1,2,4-thiadiazoline 15.Secondary and tertiary thioamides 2a-d, N-methyl-2-thiopyrrolidinone 3, N,N'-dicyclohexylthiourea 4b, N,N,N'-trimethylthiourea 4c, 5-ethyl-5-phenylthiobarbituric acid 5, xanthione 7a, Mischler's thioketone 7b, thiocoumarin 8, O-ethylthiobenzoate 9, O,O-diphenylthiocarbonate 10, di-p-tolyl and o-phenylene trithiocarbonates 11 and 12 have all afforded the oxigen analogues.N,N-Dimethyl-S-phenyldithiocarbonate 6 produces a mixture of di-, tri-, and tetrasulfides.A mechanism for the transformation is suggested in accordance with the Hard and Soft Acids and Bases (HSAB) principle.
- El-Wassimy, M.T.M.,Jorgensen, K.A.,Lawesson, S.-O.
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p. 1729 - 1734
(2007/10/02)
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