- Iodine-catalyzed efficient 2-arylsulfanylphenol formation from thiols and cyclohexanones
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A novel method for the formation of 2-arylsulfanylphenols from thiols and cyclohexanones is described. Iodine was used as an effective catalyst for this kind of transformation. Cyclohexanones were used as a phenol source via a dehydrogenation and tautomerization reaction.
- Liao, Yunfeng,Jiang, Pengcheng,Chen, Shanping,Qi, Hongrui,Deng, Guo-Jun
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supporting information
p. 3302 - 3306
(2013/12/04)
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- Utilisations synthetiques d'une electrode soluble au soufre. III. Creation de l'enchainement C-S-C a partir d'ethers aromatiques et de phenols
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Use of a sacrificial sulfur electrode in electroorganic chemistry.III.Formation of the C-S-C bond from aromatic ethers and phenols.At a working potential of about +2.2 V (vs SCE) the carbon-sulfur electrode is a source of the electrogenerated cation S2+ in organic media.This electrophile can react with aromatic ethers and phenols to produce the corresponding monosulfides.This reaction may be regioselective. carbon-sulfur electrode / sacrificial electrode /sulfur cation / organic sulfide / electrophilic substitution
- Elothmani, Driss,Do, Quang Tho,Simonet, Jacques,Guillanton, Georges Le
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p. 779 - 788
(2007/10/02)
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- Rearrangements and decompositions of thiobisphenols
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2,2′-, 2,4′- and 4,4′-Monothiobisphenol separately rearrange in phenol at 180° in the presence of sodium hydroxide to give similar mixtures containing only 2,2′-, 2,4′- and 4,4′-monothiobisphenol in the approximate ratio, 45:45:10. The rearrangements appear to be intermolecular and they are interpreted in terms of polar processes which lead initially to the formation of o- and p-monothiobenzoquinones. 2,2′-Dithiobisphenol, 4,4′-dithiobisphenol and 4,4′-trithiobisphenol under similar conditions are desulphurated with the evolution of hydrogen sulphide also to give mixtures containing only 2,2 - 2,4′- and 4,4′-monothiobisphenol whilst 3,3′-dithiobisphenol is stable in alkaline phenol even after long periods at 180°. Similar initial heterolyses to o- and p-monothiobenzoquinones are suggested as sources of the monothiobisphenols and displacements of sulphide- or hydrosulphide-ions from intermediate benzeneperthiolate ions by carbanions derived from phenol are suggested as sources of the hydrogen sulphide.
- Neale,Bain,Rawlings
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p. 4583 - 4591
(2007/10/05)
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