Regioselective bromination of substituted 2'-hydroxy chalcones and synthesis of fused nitrogen heterocycles

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Date
2016
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Abstract
The thesis describes a new synthetic protocol for regioselective monobromination of (E)-1-(2'-hydroxy-4',6'-dimethoxyphenyl)-3-aryl-2-propen-1-ones using BDMS. Further it also illustrates the synthesis of 7-bromoaurone and 8-bromoflavone derivatives from the brominated products by cyclization on treatment with 0.2 M ethanolic KOH solution. The protocol has several advantages such as non-hazardous, high efficiency, and selectivity. In addition, the thesis also demonstrates the one pot synthesis of some fused nitrogen heterocycles via tandem Knoevanegal-Michael reaction which includes the synthesis of 2H-indazolo[2,1-b]phthalazine-triones using hydrated ferric sulfate as an efficient, inexpensive and reusable catalyst as well as for the synthesis of chromeno[3,4-b]quinolin-6,11-dione and benzo[f]chromeno[3,4-b]quinolin-6-one derivatives using 3 aminocoumarins as the key starting materials by employing TBATB as catalyst.
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Supervisor: Abu T. Khan and P. K. Iyer
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CHEMISTRY
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