- Visible-Light-Triggered C-C and C-N Bond Formation by C-S Bond Cleavage of Benzylic Thioethers
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The cleavage of sulfidic C-S bonds under visible-light irradiation was harnessed to generate carbocations under neutral conditions and synthesize valuable di- and triarylalkanes as well as benzyl amines. To this end, photoredox catalysis and direct photoinduced C-S bond cleavage are used as complementary approaches and participate in the versatility of the general strategy. Extensive mechanistic studies have demonstrated the diversity of the reaction mechanism at work in these different reactions.
- Lanzi, Matteo,Merad, Jérémy,Boyarskaya, Dina V.,Maestri, Giovanni,Allain, Clémence,Masson, Géraldine
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- Nucleophilic addition reaction method for scandium catalyzed mercaptan to o-quinone methides
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The invention relates to a nucleophilic addition reaction method for scandium catalyzed mercaptan to o-quinone methides. The method comprises the following steps: dissolving 2-(hydroxyl(phenyl)methyl)phenolic compounds and sulfur alcohol compounds into a
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Paragraph 0034-0036
(2019/01/16)
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- Selective ortho-Alkylation of Phenols with Sulphoxides via Sigmatropic Rearrangement: Synthesis of Coumarins
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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.
- Sato, Kikumasa,Inoue, Seiichi,Ozawa, Kimio,Kobayashi, Tohru,Ota, Tomomi,Tazaki, Michiko
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p. 1753 - 1756
(2007/10/02)
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- Ortho-Selective Alkylation of Phenols with Symmetric Sulfides and Sulfuryl Chloride
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Sulfuryl chloride has been shown to be useful activator for sulfides in the selective preparation of ortho-alkylated phenols via sigmatropic rearrangement.By this process, ortho-alkylated phenols have been prepared with various symmetric sulfides in good yields.The rearrangement products having 3-chloropropyl or 3-methyl-3-butenyl moiety have been converted into 2H-1-benzopyran derivatives.
- Sato, Kikumasa,Inoue, Seiichi,Miyamoto, Osamu,Ikeda, Hiroshi,Ota, Tomomi
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p. 4184 - 4186
(2007/10/02)
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