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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container_end_page 67539
container_issue 72
container_start_page 67534
container_title RSC advances
container_volume 6
creator Subba Rao, J.
Venkateswara Rao, A.
Krishna, T.
Murthy, V. N.
Rajesh, J.
Raghunadh, A.
description 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.
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source Royal Society Of Chemistry Journals
subjects Amines
Anhydrides
Carbon monoxide
Carbonyls
Ligands
Molybdenum
Quinazolinones
Synthesis (chemistry)
title 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
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