Journal of Chemical and Pharmaceutical Research (ISSN : 0975-7384)

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Original Articles: 2012 Vol: 4 Issue: 8

Synthesis of novel 1,2,3,5-tetrahydropyrrolo[2,1-b]quinazoline-5-one analogs by using lithiation-intramolecular electrophilic reaction


An efficient synthesis of the 4(3H)-quinazolinone-based alkaloids , 1,2,3,5-tetrahydropyrrolo[2,1-b]quinazoline-5- one has been achieved in good overall yields by using the strategy of regioselective lithiation-intramolecular electrophilic reaction as a key–step. Both the molecules have been synthesized in just two-steps from readily available starting materials. Several synthetic analogs of natural product 1,2,3,5-tetrahydropyrrolo[2,1- b]quinazoline-5-one , an alkaloid containing quinazolinone moiety are being reported in this communication. Novel synthetic method for the synthesis of 1,2,3,5-tetrahydropyrrolo[2,1-b]quinazoline-5-one analogs are reported. Final products were supported by FTIR , 1H NMR , 13C NMR and Mass spectroscopic measurements and possess moderate to good antifungal and antibacterial activities.

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