Halomethyl aryl sulfones

Jonczyk, A., Bahko, K., and Makosza, M. 1975. Some carhanionic reactions of halomethyl aryl sulfones. J Org Chem 40, 266-267. 

Halomethyl aryl sulfones. M kosza et al. report that chloro- and bromo-methyl aryl sulfones are converted into carbanions in 50% aqueous sodium hydroxide in the presence of this quaternary ammonium salt. The carbanions are readily alkylated and condense with carbonyl compounds to form oxiranes. Examples ... 

Haller-Bauer reaction, 525 a-Halo acyl chlorides, 75 2-Haloethyl esters, 553 y-Halo ketones, 524 Halomcthyl aryl ketones, 103 Halomethyl aryl sulfones, 41 Halomethylation, 105 tj-Halo-l-phenyl-l-alkynes, 165 Halopropyl isocyanates, 570 2-Halopyridines, 479 Halo-a,p-unsaturated ketones, 647-648 p-Halovinyl ketones, 644 Haworth succinic anhydride synthesis, 474 Hemithioacetal interchange, 381-382... 

It has been reported that 3,6-diaryl-l,2,4-trizine-4-oxides undergo nucleophilic substitution of hydrogen with the a-halomethyl aryl sulfones by two alternative pathways, namely, by means of VNS or through intramolecular deoxygenative process. The first pathway has been found to be dominative one in the reaction of... 

Jonczyk A, Banko K, Makosza M. Some carbanionic reactions of halomethyl aryl sulfones. J. Org. Chem. 1975 40(2) 266-267. 

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See also in sourсe #XX -- [ ]

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