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 |
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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. |
doi_str_mv | 10.1039/C6RA12510G |
format | Article |
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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
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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.</description><subject>Amines</subject><subject>Anhydrides</subject><subject>Carbon monoxide</subject><subject>Carbonyls</subject><subject>Ligands</subject><subject>Molybdenum</subject><subject>Quinazolinones</subject><subject>Synthesis (chemistry)</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpNkd1Kw0AQhYMoWGpvfIK9rOLq7ibZpJelaCsUCv5ch8nupFlNdms2LY3P4sPa-IPOzTnDfDMwnCA45-yas3ByM5MPUy5izuZHwUCwSFLB5OT4nz8NRt6_sEPJmAvJB8HHY2fbEr3xxBVE0LLTjdt3NKRQvXYVFXRTou3NVUi1-Rq_bY2Fd1cZS6MxX1xQZ5HsDJDaVV2u0W5rUuIeFDS5O-ySGrWBFjWZrcgaPCVgNanMupeiQSS_JLRmh6RBUK1x1p8FJwVUHkc_Ogye726fZgu6XM3vZ9MlVUJGLeV5ImNV5MiUBp2KMJdhlEcyFokoEolxnALEkrMkl5DoNJmESmkeFSwt2OTQDYPx991N_xz6NquNV1hVYNFtfcbTMJYiFaJHL79R1TjvGyyyTWNqaLqMs6xPIftLIfwEd-R6sg</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Subba Rao, J.</creator><creator>Venkateswara Rao, A.</creator><creator>Krishna, T.</creator><creator>Murthy, V. N.</creator><creator>Rajesh, J.</creator><creator>Raghunadh, A.</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160101</creationdate><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</title><author>Subba Rao, J. ; Venkateswara Rao, A. ; Krishna, T. ; Murthy, V. N. ; Rajesh, J. ; Raghunadh, A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c264t-1b765cfbe0cdad823b634b465272f76e558aa56107b6a7d8793ccd14f08f09793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Amines</topic><topic>Anhydrides</topic><topic>Carbon monoxide</topic><topic>Carbonyls</topic><topic>Ligands</topic><topic>Molybdenum</topic><topic>Quinazolinones</topic><topic>Synthesis (chemistry)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Subba Rao, J.</creatorcontrib><creatorcontrib>Venkateswara Rao, A.</creatorcontrib><creatorcontrib>Krishna, T.</creatorcontrib><creatorcontrib>Murthy, V. N.</creatorcontrib><creatorcontrib>Rajesh, J.</creatorcontrib><creatorcontrib>Raghunadh, A.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Subba Rao, J.</au><au>Venkateswara Rao, A.</au><au>Krishna, T.</au><au>Murthy, V. N.</au><au>Rajesh, J.</au><au>Raghunadh, A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>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</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>72</issue><spage>67534</spage><epage>67539</epage><pages>67534-67539</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>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.</abstract><doi>10.1039/C6RA12510G</doi><tpages>6</tpages></addata></record> |
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language | eng |
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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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