Stereoselective synthesis of new β-lactams from the main functional group of indomethacin
New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formatio...
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Veröffentlicht in: | Journal of the Iranian Chemical Society 2022, Vol.19 (6), p.2475-2480 |
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creator | Amiri, Mojgan Islami, Mohammad Reza Mortazavi, Zahra Fahimeh al-Sadat |
description | New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formation of only the
trans-
β-lactam isomer in stereospecific manner. All synthesized compounds were fully characterized by spectral data along with CHN elemental analyses. |
doi_str_mv | 10.1007/s13738-021-02466-8 |
format | Article |
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trans-
β-lactam isomer in stereospecific manner. All synthesized compounds were fully characterized by spectral data along with CHN elemental analyses.</description><identifier>ISSN: 1735-207X</identifier><identifier>EISSN: 1735-2428</identifier><identifier>DOI: 10.1007/s13738-021-02466-8</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer Berlin Heidelberg</publisher><subject>Amides ; Analytical Chemistry ; Arthritis ; Biochemistry ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Cycloaddition ; Functional groups ; Imines ; Inorganic Chemistry ; Muscles ; Organic Chemistry ; Original Paper ; Physical Chemistry ; Stereoselectivity</subject><ispartof>Journal of the Iranian Chemical Society, 2022, Vol.19 (6), p.2475-2480</ispartof><rights>Iranian Chemical Society 2021</rights><rights>Iranian Chemical Society 2021.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-76970accdc36a7d9c144158e9a3898eecaa1fd28293f6ebce73cb56384ebda573</citedby><cites>FETCH-LOGICAL-c319t-76970accdc36a7d9c144158e9a3898eecaa1fd28293f6ebce73cb56384ebda573</cites><orcidid>0000-0003-0884-1245</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s13738-021-02466-8$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s13738-021-02466-8$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Amiri, Mojgan</creatorcontrib><creatorcontrib>Islami, Mohammad Reza</creatorcontrib><creatorcontrib>Mortazavi, Zahra Fahimeh al-Sadat</creatorcontrib><title>Stereoselective synthesis of new β-lactams from the main functional group of indomethacin</title><title>Journal of the Iranian Chemical Society</title><addtitle>J IRAN CHEM SOC</addtitle><description>New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formation of only the
trans-
β-lactam isomer in stereospecific manner. All synthesized compounds were fully characterized by spectral data along with CHN elemental analyses.</description><subject>Amides</subject><subject>Analytical Chemistry</subject><subject>Arthritis</subject><subject>Biochemistry</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Cycloaddition</subject><subject>Functional groups</subject><subject>Imines</subject><subject>Inorganic Chemistry</subject><subject>Muscles</subject><subject>Organic Chemistry</subject><subject>Original Paper</subject><subject>Physical Chemistry</subject><subject>Stereoselectivity</subject><issn>1735-207X</issn><issn>1735-2428</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kM9KxDAQh4MouK6-gKeA52rStEl6lMV_sOBBBfESsul0t0ubrEmq7Gv5ID6TWat48zDMwPy-YfgQOqXknBIiLgJlgsmM5DRVwXkm99CEClZmeZHL_d-ZiOdDdBTCmpBSkLKYoJeHCB5cgA5MbN8Ah62NKwhtwK7BFt7x50fWaRN1H3DjXY_TFve6tbgZbEKc1R1eejdsdkBra9dDXGnT2mN00OguwMlPn6Kn66vH2W02v7-5m13OM8NoFTPBK0G0MbVhXIu6MrQoaCmh0kxWEsBoTZs6l3nFGg4LA4KZRcmZLGBR61KwKTob7268ex0gRLV2g09vBZVzTphkRPCUyseU8S4ED43a-LbXfqsoUTuHanSokkP17VDJBLERCilsl-D_Tv9DfQG-DXb4</recordid><startdate>2022</startdate><enddate>2022</enddate><creator>Amiri, Mojgan</creator><creator>Islami, Mohammad Reza</creator><creator>Mortazavi, Zahra Fahimeh al-Sadat</creator><general>Springer Berlin Heidelberg</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-0884-1245</orcidid></search><sort><creationdate>2022</creationdate><title>Stereoselective synthesis of new β-lactams from the main functional group of indomethacin</title><author>Amiri, Mojgan ; Islami, Mohammad Reza ; Mortazavi, Zahra Fahimeh al-Sadat</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c319t-76970accdc36a7d9c144158e9a3898eecaa1fd28293f6ebce73cb56384ebda573</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Amides</topic><topic>Analytical Chemistry</topic><topic>Arthritis</topic><topic>Biochemistry</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Cycloaddition</topic><topic>Functional groups</topic><topic>Imines</topic><topic>Inorganic Chemistry</topic><topic>Muscles</topic><topic>Organic Chemistry</topic><topic>Original Paper</topic><topic>Physical Chemistry</topic><topic>Stereoselectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Amiri, Mojgan</creatorcontrib><creatorcontrib>Islami, Mohammad Reza</creatorcontrib><creatorcontrib>Mortazavi, Zahra Fahimeh al-Sadat</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of the Iranian Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Amiri, Mojgan</au><au>Islami, Mohammad Reza</au><au>Mortazavi, Zahra Fahimeh al-Sadat</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereoselective synthesis of new β-lactams from the main functional group of indomethacin</atitle><jtitle>Journal of the Iranian Chemical Society</jtitle><stitle>J IRAN CHEM SOC</stitle><date>2022</date><risdate>2022</risdate><volume>19</volume><issue>6</issue><spage>2475</spage><epage>2480</epage><pages>2475-2480</pages><issn>1735-207X</issn><eissn>1735-2428</eissn><abstract>New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formation of only the
trans-
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subjects | Amides Analytical Chemistry Arthritis Biochemistry Chemical synthesis Chemistry Chemistry and Materials Science Cycloaddition Functional groups Imines Inorganic Chemistry Muscles Organic Chemistry Original Paper Physical Chemistry Stereoselectivity |
title | Stereoselective synthesis of new β-lactams from the main functional group of indomethacin |
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