“…54,60 Reaction of ketones 154 with cerium(IV) ammonium nitrate leads to nitro-ketones 155 that, under the same conditions, produce nitrile oxides, 156 (Scheme 36). 61,62 These 1,3-dipoles react with alkenes to give isoxazolines, 157, and with alkynes to give isoxazoles. Particularly, reaction of intermediate nitrile oxides 156 with the alkynyl glycosides 158 affords the isoxazoles 159, which are stable pharmacophores for glycomimetic syntheses.…”
Nitroalkanes constitute a valuable source of stabilized carbanions for carbon-carbon bond formation through reaction with suitable electrophiles. Reduction of the nitro group or its conversion to a carbonyl group readily provides the necessary amino and oxygenated functions suitable for the preparation of various heterocyclic derivatives.
“…54,60 Reaction of ketones 154 with cerium(IV) ammonium nitrate leads to nitro-ketones 155 that, under the same conditions, produce nitrile oxides, 156 (Scheme 36). 61,62 These 1,3-dipoles react with alkenes to give isoxazolines, 157, and with alkynes to give isoxazoles. Particularly, reaction of intermediate nitrile oxides 156 with the alkynyl glycosides 158 affords the isoxazoles 159, which are stable pharmacophores for glycomimetic syntheses.…”
Nitroalkanes constitute a valuable source of stabilized carbanions for carbon-carbon bond formation through reaction with suitable electrophiles. Reduction of the nitro group or its conversion to a carbonyl group readily provides the necessary amino and oxygenated functions suitable for the preparation of various heterocyclic derivatives.
“…Products 1 -4 have been isolated by vacuum distillation. Their structures have been unambigously proved by 1 Н, 19 F and 13 С NMR spectroscopy. All products are formed by attack of F 5 S radical on terminal carbon atom, i.e., the studied photochemical reactions are completely regioselective.…”
Section: Synthesis Of Unsaturated Compounds Containing Pentafluorosulmentioning
confidence: 99%
“…Redistillation of this mixture at ambient pressure using rectification column allows to isolate 2-chloro-2,3,3-trifluoro-3-pentafluorosulfanylpropionic acid methyl ester in a yield of 34%. Its structure has been determined by 19 F NMR spectroscopy data (see Figure). The spectrum consists of four groups of signals in the region from -55 to +146 ppm.…”
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“…isouron, isoxaben and isoxathion, are effective as pesticides and are degradable, [4][5][6] and synthesis of isoxazole derivatives [7][8][9][10][11][12][13][14] was subsequently undertaken. Of these chemicals, isoxathion is an organophosphorus (OP) insecticide.…”
A series of twenty 3,5-disubstituted isoxazoles were synthesized (using conventional and microwave methods) by the reaction of substituted chalcones with hydroxylamine hydrochloride and characterized by TLC, IR, 1 H NMR,
13C NMR spectroscopic data and elemental analysis. The compounds were screened for insecticidal activity against the pulse beetle, Callosobruchus chinensis. ). These compounds provide a lead for designing new substances endowed with insecticidal activity.
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