- Novel Regioselectivity under Conformational Control in the Methylation of 2,3-Dihydroxy-1-naphthaldehyde
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Methylation of 2,3-dihydroxy-1-naphthaldehyde with iodomethane and potassium carbonate in acetone selectively etherifies the chelated 2-hydroxy group because ionisation of this destroys the stabilising hydrogen bond and allows the formyl group to take up a preferred conformation away from the reaction centre.
- Dean, Francis M.,El-Kass, Gassan,Prakash, Lalit
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- Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane
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Difluoro(phenylsulfanyl)methane (PhSCF 2 H) was found to undergo a reaction with aromatic compounds mediated by SnCl 4, through a thionium intermediate characterized by NMR and TD-DFT analyses, leading to the formation of a mixture of S, S ′-diphenyl dithioacetal and aromatic aldehyde which, after oxidative hydrolysis, provides the aromatic aldehyde in good to excellent yields. The salient feature of the present work is the reaction of activated aromatic compounds containing a deactivating ester functional group, leading to the formylated products in good yields.
- Betterley, Nolan M.,Kongsriprapan, Sopanat,Chaturonrutsamee, Suppisak,Deelertpaiboon, Pramchai,Surawatanawong, Panida,Pohmakotr, Manat,Soorukram, Darunee,Reutrakul, Vichai,Kuhakarn, Chutima
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p. 2033 - 2040
(2018/03/21)
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- N-(2-phenyl-4-piperidinybutyl)-5,6,7,8-tetrahydro-1-naphthalenecarboxamides and their use as neurokinin 1 (NK1) and/or neurokinin 2 (NK2) receptor antagonists
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Compounds of formula (I), wherein R2is a 5,6,7,8-tetrahydronaphth-1-yl group which may be substituted (the remaining groups defined herein), and pharmaceutical compositions containing the compounds and methods of using the compounds in the treatment of a condition where antagonism of the NK1 and/or NK2 receptors is beneficial.
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- Synthesis and cytotoxicity of 5-deazaflavins containing o- and p-quinone moieties
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A series of 5-deazaflavo-10,11-quinones having o-quinone structure in the molecule were synthesized. The cytotoxicity of 5-deazaflavo-6,9-quinones (p-quinone derivatives) and 5-deazaflavo-10,11-quinones (o-quinones) was evaluated in vitro against L1210 and KB cells. Some of the synthesized compounds exhibited cytotoxic activity comparable to that of mytomycin C.
- Kimachi, Tetsutaro,Sugita, Ken-Ichi,Tamura, Yoshinori,Kagawa, Miyuki,Yamasaki, Kumi,Yoneda, Fumio,Sasaki, Takuma
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p. 753 - 756
(2007/10/03)
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