Temperature dependent selective synthesis of linear 2-bromo and 2-alkoxyfuro[2,3-b]quinolines: reaction of 3-(2,2-dibromovinyl-)quinolin-2(1H)-ones with alcoholic KOH |
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| Authors: | Durgesh Nandini Mrityunjaya Asthana Kalpana Mishra RP Singh Radhey M Singh |
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| Institution: | 1. Department of Chemistry, Centre of Advance Studies, Banaras Hindu University, Varanasi, U.P., India;2. Centre for Fire, Explosive & Environment Safety (CFEES), DRDO, Timarpur, Delhi 54, India |
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| Abstract: | Base promoted and temperature dependent reactions of 3-(2,2-dibromovinyl)quinolin-2(1H)-ones have been described. At 50 °C, the cyclization reactions afforded 2-bromofuro2,3-b]quinolines in good yields. However, at elevated temperature (80 °C) the domino reaction proceeded affording 2-alkoxyfuro2,3-b]quinolines via cyclization and nucleophilic substitution reactions. |
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| Keywords: | 2-Chloro-3-(2 2-dibromovinyl)quinoline 3-(2 2-Dibromovinyl)quinolin-2(1H)-ones Alcoholic KOH 2-Bromofuro[2 3-b]quinolines 2-Alkoxyfuro[2 3-b]quinolines Temperature dependent |
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