Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication
A one-pot multi component reaction of selenoureas, which are in situ generated from l -amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substit...
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| Veröffentlicht in: | RSC advances 2015-01, Vol.5 (118), p.97113-9712 |
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| container_issue | 118 |
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| container_title | RSC advances |
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| creator | Chang, Wong-Jin Kulkarni, Manohar V Sun, Chung-Ming |
| description | A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substituted bromoketones on the rate of the tandem reaction was studied to understand the reaction mechanism by isolating the key reaction intermediate, 2-iminoselenol.
A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. |
| doi_str_mv | 10.1039/c5ra18763j |
| format | Article |
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in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substituted bromoketones on the rate of the tandem reaction was studied to understand the reaction mechanism by isolating the key reaction intermediate, 2-iminoselenol.
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in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c5ra18763j</identifier><language>eng</language><subject>Cascade chemical reactions ; Esters ; Reaction mechanisms ; Steric effects ; Synthesis</subject><ispartof>RSC advances, 2015-01, Vol.5 (118), p.97113-9712</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c312t-5acb582b785001b65a725cc6e390076ab4e9af74db9ad375a3506b000bb290cc3</citedby><cites>FETCH-LOGICAL-c312t-5acb582b785001b65a725cc6e390076ab4e9af74db9ad375a3506b000bb290cc3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Chang, Wong-Jin</creatorcontrib><creatorcontrib>Kulkarni, Manohar V</creatorcontrib><creatorcontrib>Sun, Chung-Ming</creatorcontrib><title>Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication</title><title>RSC advances</title><description>A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substituted bromoketones on the rate of the tandem reaction was studied to understand the reaction mechanism by isolating the key reaction intermediate, 2-iminoselenol.
A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication.</description><subject>Cascade chemical reactions</subject><subject>Esters</subject><subject>Reaction mechanisms</subject><subject>Steric effects</subject><subject>Synthesis</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp9kE1LAzEQhoMoWGov3oV4E2E1H5vs7rEUPxGEouc1yc7alG2yJqlQf71rK-rJuczw8szAPAgdU3JBCa8ujQiKloXkyz00YiSXGSOy2v8zH6JJjEsylBSUSTpCL3N4tT5CBybZd8DeQdb7hNMiAGDjV_2QuITjxqUFRBuxb7FZ2KA6zDK7sm677NSH76yDiNeugYCjd9aoZL07Qget6iJMvvsYPV9fPc1us4fHm7vZ9CEznLKUCWW0KJkuSkEI1VKoggljJPCKkEIqnUOl2iJvdKUaXgjFBZF6eERrVhFj-Bid7e72wb-tIaZ6ZaOBrlMO_DrWtCSDhbws2ICe71ATfIwB2roPdqXCpqak_jJZz8R8ujV5P8CnOzhE88P9mq77ph2Yk_8Y_gnfBnz5</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Chang, Wong-Jin</creator><creator>Kulkarni, Manohar V</creator><creator>Sun, Chung-Ming</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150101</creationdate><title>Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication</title><author>Chang, Wong-Jin ; Kulkarni, Manohar V ; Sun, Chung-Ming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c312t-5acb582b785001b65a725cc6e390076ab4e9af74db9ad375a3506b000bb290cc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Cascade chemical reactions</topic><topic>Esters</topic><topic>Reaction mechanisms</topic><topic>Steric effects</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chang, Wong-Jin</creatorcontrib><creatorcontrib>Kulkarni, Manohar V</creatorcontrib><creatorcontrib>Sun, Chung-Ming</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>Chang, Wong-Jin</au><au>Kulkarni, Manohar V</au><au>Sun, Chung-Ming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication</atitle><jtitle>RSC advances</jtitle><date>2015-01-01</date><risdate>2015</risdate><volume>5</volume><issue>118</issue><spage>97113</spage><epage>9712</epage><pages>97113-9712</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substituted bromoketones on the rate of the tandem reaction was studied to understand the reaction mechanism by isolating the key reaction intermediate, 2-iminoselenol.
A one-pot multi component reaction of selenoureas, which are
in situ
generated from
l
-amino esters and isoselenocyanates, with α-bromoketone under ultrasonication.</abstract><doi>10.1039/c5ra18763j</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2015-01, Vol.5 (118), p.97113-9712 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_C5RA18763J |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Cascade chemical reactions Esters Reaction mechanisms Steric effects Synthesis |
| title | Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication |
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