Hamashima, Toshihiko; Mori, Yoshiaki; Sawada, Kazunori; Kasahara, Yuko; Murayama, Daisuke; Kamei, Yuto; Okuno, Hiroaki; Yokoyama, Yuusaku; Suzuki, Hideharu published the artcile< A practical regioselective synthesis of alkylthio- or arylthioindoles without the use of smelly compounds such as thiols>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is alkylthio arylthio indole thioether preparation; indole alkaloid indole thioether Laurencia brongniartii antibacterial agent.
A convenient method for the synthesis of 3-(methylthio)indole derivatives was established which does not use smelly compounds such as thiol derivatives The method, which introduces an alkylthio-group or arylthio-group into the C3-position of an indole skeleton, was extended to the direct introduction of a methylthio or bromo group at the C2-position using 3-(methylthio)indole derivatives No dimerization occurred and the reaction mechanism was confirmed. The products have the partial structure of potent anti-methicillin-resistant Staphylococcus aureus (anti-MRSA) bromomethylthioindole derivatives (MC 5-8) isolated from marine algae. Furthermore, this reaction could be applied to the synthesis of 3,3-bis(indole) thioether which is a core structure of Echinosulfone A. The synthesis of the target compounds as achieved by a reaction of indole derivatives with (alkyl)[(2,2,2-trifluoroacetyl)oxy]sulfonium 2,2,2-trifluoroacetate (1:1) or (aryl)[(2,2,2-trifluoroacetyl)oxy]sulfonium 2,2,2-trifluoroacetate (1:1) and formation of sulfonium compound intermediates. The title compounds thus formed included 3-(methylthio)-1H-indole, 3-(methylthio)-1H-indole-5-carbonitrile, 2,3-bis(methylthio)-1H-indole, 3-(methylthio)-1H-indole-5-carboxylic acid Et ester, 3-(methylthio)-5-nitro-1H-indole (I).
Chemical & Pharmaceutical Bulletin published new progress about Green chemistry. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.
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