Synthesis of 2-hydroxy-3-alkyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one via molybdenum hexacarbonyl mediated CO gas- and ligand free carbonylative reactions

Carbon monoxide gas and ligand-free conditions were developed for the synthesis of 2-hydroxy-3-alkyl-2-phenyl-2,3-dihydroquinazolin-4(1 H )-one via catalytic carbonylation with molybdenum hexacarbonyl as an efficient carbonylating agent for the three-component reaction of isatoic anhydride, amine, i...

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Veröffentlicht in:RSC advances 2016-01, Vol.6 (72), p.67534-67539
Hauptverfasser: Subba Rao, J., Venkateswara Rao, A., Krishna, T., Murthy, V. N., Rajesh, J., Raghunadh, A.
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Sprache:eng
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Zusammenfassung:Carbon monoxide gas and ligand-free conditions were developed for the synthesis of 2-hydroxy-3-alkyl-2-phenyl-2,3-dihydroquinazolin-4(1 H )-one via catalytic carbonylation with molybdenum hexacarbonyl as an efficient carbonylating agent for the three-component reaction of isatoic anhydride, amine, iodobenzene. Mo(CO) 6 is a solid carbon monoxide source. The quinazolinone synthesis proceeds via a sequential series of reactions such as nucleophilic attack of the amine group on the carbonyl group of isatoic anhydride followed by ring opening, subsequent decarboxylation, carbonylation and heterocyclization.
ISSN:2046-2069
2046-2069
DOI:10.1039/C6RA12510G