The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Methyl 5-methoxyindole-2-carboxylate( cas:67929-86-6 ) is researched.SDS of cas: 67929-86-6.Kasa, Anjaneyalu; Dahan, Zeyad A.; Tiwari, Girdharilal B.; Pudukulathan, Zubaidha K. published the article 《Iodine catalyzed direct regioselective 3-sulfenylation of indoles using diaryl disulfides》 about this compound( cas:67929-86-6 ) in International Journal of Research in Pharmacy and Chemistry. Keywords: indole diaryl disulfide iodine catalyst regioselective sulfenylation green chem; arylthio indole preparation. Let’s learn more about this compound (cas:67929-86-6).
A facile and simple method for synthesis of structurally diverse 3-sulfenylindole derivatives by direct sulfenylation of indoles using diaryl disulfides in the presence of mol. iodine as a catalyst. The sulfenylation proceeded well in both dichloromethane and dimethylsulfoxide. The reaction proceeded much faster in good yield in DMSO at 70°, as compared to dichloromethane at room temperature or in acetonitrile under reflux conditions and without iodine no conversion was observed With 5 mol% of iodine, a reasonable conversion was observed in dichloromethane as compared to acetonitrile at room temperature and under reflux conditions while 10 mol% gave an excellent conversion in DCM and DMSO. The simplified procedure has several merits in terms of ease of operation, mild conditions, excellent yields, atom economy and regioselectivity. The method would find wide spread application in synthesis of bioactive compounds bearing simple and substituted 3-sulfenyl moiety.
Different reactions of this compound(Methyl 5-methoxyindole-2-carboxylate)SDS of cas: 67929-86-6 require different conditions, so the reaction conditions are very important.
Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem