65538-44-5Relevant academic research and scientific papers
Iodine-Mediated Direct Generation of o-Quinone Methides at Room Temperature: A Facile Protocol for the Synthesis of ortho-Hydroxybenzyl Thioethers
Basha, R. Sidick,Chen, Chia-Wei,Reddy, Daggula Mallikarjuna,Lee, Chin-Fa
, p. 2475 - 2483 (2018/05/29)
An iodine-mediated preparation of ortho-quinone methides (o-QMs) from ortho-hydroxybenzyl alcohols by a C?O bond scission strategy is described. The in situ generated o-QMs were then employed for C?S bond formation by thio-Michael addition of thiols to provide the ortho-hydroxybenzyl thioethers (o-HBT) in moderate to excellent yields.
Mild and rapid method for the generation of ortho -(naphtho)quinone methide intermediates
Shaikh, Abdul Kadar,Cobb, Alexander J. A.,Varvounis, George
, p. 584 - 587 (2012/03/10)
A new mild method has been devised for generating o-(naphtho)quinone methides via fluoride-induced desilylation of silyl derivatives of o-hydroxybenzyl(or 1-naphthylmethyl) nitrate. The reactive o-(naphtho)quinone methide intermediates were trapped by C,
Electrochemical synthesis of chroman and euglobal skeletons via cycloaddition reaction of o-quinone methides and alkenes
Chiba, Kazuhiro,Sonoyama, Junko,Tada, Masahiro
, p. 1435 - 1443 (2007/10/03)
Euglobal skeletons were synthesized by the intermolecular cycloaddition reaction of terpenes and o-quinone methides generated in situ by electrochemical oxidation. In a two-phase reaction medium composed of hexane-lithium perchlorate/nitromethane, 2-[1-(p
Selective ortho-Alkylation of Phenols with Sulphoxides via Sigmatropic Rearrangement: Synthesis of Coumarins
Sato, Kikumasa,Inoue, Seiichi,Ozawa, Kimio,Kobayashi, Tohru,Ota, Tomomi,Tazaki, Michiko
, p. 1753 - 1756 (2007/10/02)
ortho-Alkylphenols have been prepared from phenol and dialkyl sulphoxides via sigmatropic rearrangement, using thionyl chloride or phenyl chlorosulphinate as an activator of sulphoxides.In the same manner, ortho-phenylthiomethylphenol has been prepared in good yields.When ethyl phenyl sulphoxide, diallyl sulphoxide, and methyl methylsulphinylacetate were used as sulphoxides, none of the expected products were obtained.Salicylaldehyde has been prepared in moderate yield, when methyl methylthiomethyl sulphoxide was used as a sulphoxide. 3-(2-Hydroxyphenyl)propionic acid derivatives, which were obtained from substituted phenols and dimethyl 3,3'-sulphynyldipropionate, have been cyclized to give the corresponding coumarins in good yields.
Preparation of 2-alkyl- and 2-aryl-thiomethylphenols
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, (2008/06/13)
In the preparation of a 1-alkyl- and 2-aryl-thio-methylphenol of the formula STR1 in which R1 is, or the radicals R1 are, in the 3-, 5- and/or 6-positions relative to the hydroxyl group and each independently is a hydrogen or halogen atom, or an alkyl, cycloalkyl, aryl, aralkyl or alkoxy group, n is 1, 2, or 3, and R2 is an optionally substituted alkyl group having 1 to 12 carbon atoms, an optionally substituted cycloalkyl group having 3 to 6 carbon atoms, an optionally substituted phenyl radical or an optionally substituted aralkyl radical, by reacting a phenol of the formula STR2 with formaldehyde or an formaldehyde producing compound and with a mercaptan or a thiophenol of the formula the improvement which comprises effecting the reaction at a temperature of about 90° to 220° C. in the presence of at least one compound of lithium, magnesium, calcium, strontium, barium, zinc, cadmium, lead, manganese, cobalt, nickel, cooper, iron, chromium and aluminum as a catalyst. The products are obtained in high yield and selectivity.
