Iodine-catalyzed conjugate addition of indoles onto en-1,4-dione: a novel synthesis of 3-(1-(1H-indol-3-yl)-2-oxo-2-phenylethyl)indolin-2-ones as antibacterial and antifungal agents |
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Authors: | Reddy B V Subba Rajeswari N Sarangapani M Roopa Reddy G Madan Ch Pranay Kumar K Srinivasa Rao M |
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Affiliation: | Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India. basireddy@iict.res.in |
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Abstract: | Indole and its derivatives undergo smooth conjugate addition onto en-1,4-dione derived from isatin and acetophenone, in the presence of a catalytic amount of molecular iodine in acetonitrile under mild conditions to afford a novel class of 3-(1-(1H-indol-3-yl)-2-oxo-2-phenylethyl)indolin-2-one derivatives in good yields with high degree of 1,4-selectivity. Some of these compounds are found to exhibit modest antibacterial and antifungal properties. |
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Keywords: | en-1,4-Dione Indoles Molecular iodine Antifungal Antimicrobial activity |
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