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Efficient Synthesis of 2-Substituted Phthalimides from Phthalic Acids in One Step
Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
Umeå universitet, Medicinska fakulteten, Institutionen för folkhälsa och klinisk medicin, Medicin.
2013 (Engelska)Ingår i: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, Vol. 2013, nr 33, s. 7512-7516Artikel i tidskrift (Refereegranskat) Published
Abstract [en]

Efficient procedures for synthesizing 2-substituted phthalimide (isoindole-1,3-dione) analogues starting from phthalic acids have been developed by using experimental design. The phthalimide central fragment frequently appears in biologically active compounds, materials, catalysts, and fluorescent probes, and therefore the development of general, fast, and convenient synthetic methods to this scaffold under neutral, acidic, and basic conditions would be attractive. After an initial screening, the use of acetonitrile, acetic acid, or pyridine in combination with microwave heating proved most promising. Experimental design was applied to these conditions to optimize the time, temperature, and concentration. This strategy has successfully generated synthetic methods that have been used to synthesize a series of phthalimides from phthalic acids and various amines or anilines in excellent yields. The developed methods have proven to be general, fast, convenient, and economic, and thus are expected to have broad utility to efficiently construct novel compounds for future biological and chemical applications.

Ort, förlag, år, upplaga, sidor
Wiley-VCH Verlagsgesellschaft, 2013. Vol. 2013, nr 33, s. 7512-7516
Nyckelord [en]
Oxygen heterocycles, Nitrogen heterocycles, Experimental design, Microwave chemistry
Nationell ämneskategori
Organisk kemi
Identifikatorer
URN: urn:nbn:se:umu:diva-84123DOI: 10.1002/ejoc.201300952ISI: 000326968100011OAI: oai:DiVA.org:umu-84123DiVA, id: diva2:680268
Tillgänglig från: 2013-12-17 Skapad: 2013-12-16 Senast uppdaterad: 2018-06-08Bibliografiskt granskad

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Chorell, ErikChorell, Elin

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