The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions
The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3- b ]quinolin-3(2 H )-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C-S and C...
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| Veröffentlicht in: | RSC advances 2016-01, Vol.6 (95), p.92235-9224 |
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| container_title | RSC advances |
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| creator | Shiri, Morteza Faghihi, Zeinab Oskouei, Hossein A Heravi, Majid M Fazelzadeh, Shima Notash, Behrouz |
| description | The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C-S and C-C bonds and then oxidation
via
tandem reaction. Moreover, some other remarkable aspects of this reaction, such as the hydrolysis and three-component reaction with the aromatic amine to yield a highly conjugated Schiff base, are also investigated.
The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. |
| doi_str_mv | 10.1039/c6ra11469e |
| format | Article |
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b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C-S and C-C bonds and then oxidation
via
tandem reaction. Moreover, some other remarkable aspects of this reaction, such as the hydrolysis and three-component reaction with the aromatic amine to yield a highly conjugated Schiff base, are also investigated.
The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
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H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c6ra11469e</identifier><language>eng</language><ispartof>RSC advances, 2016-01, Vol.6 (95), p.92235-9224</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c330t-d2f9f420811973ac19161c6376209674708e80cbb0243e5c989a3e1db5672cdb3</citedby><cites>FETCH-LOGICAL-c330t-d2f9f420811973ac19161c6376209674708e80cbb0243e5c989a3e1db5672cdb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27906,27907</link.rule.ids></links><search><creatorcontrib>Shiri, Morteza</creatorcontrib><creatorcontrib>Faghihi, Zeinab</creatorcontrib><creatorcontrib>Oskouei, Hossein A</creatorcontrib><creatorcontrib>Heravi, Majid M</creatorcontrib><creatorcontrib>Fazelzadeh, Shima</creatorcontrib><creatorcontrib>Notash, Behrouz</creatorcontrib><title>The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions</title><title>RSC advances</title><description>The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C-S and C-C bonds and then oxidation
via
tandem reaction. Moreover, some other remarkable aspects of this reaction, such as the hydrolysis and three-component reaction with the aromatic amine to yield a highly conjugated Schiff base, are also investigated.
The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
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H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpNkE1LAzEQhoMoWGov3oWchdVMss1ujqXUDygIUs9LNjvLRtqkZnaF_nu3VtS5zDDzvHN4GLsGcQdCmXunkwXItcEzNpEi15kU2pz_my_ZjOhdjKXnIDVMWL3pkNMh9B2SJx5b7nc-xL7zcd9hiAGzdiBs-Mcwrrc-IHEbGo6fdjvY3sdwzIxpnzhhwtD4ve_jQDyhdcc7XbGL1m4JZz99yt4eVpvlU7Z-eXxeLtaZU0r0WSNb0-ZSlACmUNaBAQ1Oq0JLYXSRF6LEUri6FjJXOHemNFYhNPVcF9I1tZqy29NflyJRwrbaJ7-z6VCBqI6CqqV-XXwLWo3wzQlO5H65P4HqC6nCY_k</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Shiri, Morteza</creator><creator>Faghihi, Zeinab</creator><creator>Oskouei, Hossein A</creator><creator>Heravi, Majid M</creator><creator>Fazelzadeh, Shima</creator><creator>Notash, Behrouz</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20160101</creationdate><title>The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions</title><author>Shiri, Morteza ; Faghihi, Zeinab ; Oskouei, Hossein A ; Heravi, Majid M ; Fazelzadeh, Shima ; Notash, Behrouz</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c330t-d2f9f420811973ac19161c6376209674708e80cbb0243e5c989a3e1db5672cdb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shiri, Morteza</creatorcontrib><creatorcontrib>Faghihi, Zeinab</creatorcontrib><creatorcontrib>Oskouei, Hossein A</creatorcontrib><creatorcontrib>Heravi, Majid M</creatorcontrib><creatorcontrib>Fazelzadeh, Shima</creatorcontrib><creatorcontrib>Notash, Behrouz</creatorcontrib><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shiri, Morteza</au><au>Faghihi, Zeinab</au><au>Oskouei, Hossein A</au><au>Heravi, Majid M</au><au>Fazelzadeh, Shima</au><au>Notash, Behrouz</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>95</issue><spage>92235</spage><epage>9224</epage><pages>92235-9224</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described. This protocol proceeds with high atom economy through the formation of C-S and C-C bonds and then oxidation
via
tandem reaction. Moreover, some other remarkable aspects of this reaction, such as the hydrolysis and three-component reaction with the aromatic amine to yield a highly conjugated Schiff base, are also investigated.
The novel synthesis of tricyclic 2-(cyclohexylimino)thieno[2,3-
b
]quinolin-3(2
H
)-ones from the reaction of 2-mercaptoquinoline-3-carbaldehydes and isocyanides in methanol without the use of any additive is described.</abstract><doi>10.1039/c6ra11469e</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2016-01, Vol.6 (95), p.92235-9224 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_C6RA11469E |
| source | Royal Society Of Chemistry Journals 2008- |
| title | The synthesis of iminothiophenone-fused quinolines and evaluation of their serendipitous reactions |
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