330583-16-9Relevant academic research and scientific papers
Formation of 2-(phenylsulfonyl)resorcinols (=2-(phenylsulfonyl)benzene-1,3- diols) from symmetrically substituted maleic anhydrides (=furan-2,5-diones)
Abou-Hadeed, Khaled,Hansen, Hans-Juergen
, p. 1918 - 1929 (2013/11/06)
Treatment of symmetrically substituted maleic anhydrides (=furan-2,5-diones) 6 with lithium (phenylsulfonyl)methanide, followed by methylation of the adduct with MeI/K2CO3 in acetone, give the corresponding 4,5-disubstituted 2-methyl-2-(phenylsulfonyl)cyclopent-4-ene- 1,3-diones 8 (Scheme 3). Reaction of the latter with lithium (phenylsulfonyl)methanide in THF (-78°) and then with 4 mol-equiv. BuLi (-5° to r.t.) leads to 5,6-disubstituted 4-methyl-2-(phenylsulfonyl)benzene- 1,3-diols 9 (Scheme 4). Copyright
From malaie anhydrides to substituted resorcinols
Abou-Hadeed, Khaled
, p. 760 - 762 (2007/10/03)
Symmetrically substituted maleic anhydrides react at-78 °C with lithiomethyl phenyl sulfoneto give the corresponding 4-hydroxy-4-(phenylsulfonylmethyl)-buteno-4-lactones, which, on treatment with Mel/ K2CO3 in acetone, are transformed into 5-methyl-5-phenylsulfonylcyclopent-2-ene-1,4-diones. These compounds rearrange in the presence of an excess of lithiomethyl phenyl sulfone at -78 °C and then butyllithium at -5 °C to ambient temperature into 4,5-disubstituted 6-methyl-2-phenylsulfonyl-resorcinols.
