Griesbeck, Axel G., Neudoerfl, Joerg. -M., Goldfuss, Bernd ORCID: 0000-0002-1814-8818 and Molitor, Sabrina (2017). Synthesis of 3-Benzylated Isoindolinones by Photoredox Decarboxylation of Arylacetates in the Presence of N-Benzylphthalimide: Conductivity as a Kinetic Tool. ChemPhotoChem, 1 (8). S. 355 - 363. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 2367-0932

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Abstract

N-Benzylphthalimide was selectively monobenzylated when irradiated in the presence of arylacetates in aqueous solution with acetone acting as the triplet sensitizer. The resulting 3-hydroxyisoindolinones were dehydrated to the corresponding alkenes and hydrogenated to give 3-benzylisoindolinones, overall a straight-forward route to biologically relevant isoindolinone structures. Following kinetic traces by conductivity measurements revealed that the primary electron transfer is rate-determining in contrast to acetate or other alkyl carboxylates as electron-donor components.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Griesbeck, Axel G.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Neudoerfl, Joerg. -M.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Goldfuss, BerndUNSPECIFIEDorcid.org/0000-0002-1814-8818UNSPECIFIED
Molitor, SabrinaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
URN: urn:nbn:de:hbz:38-222984
DOI: 10.1002/cptc.201700057
Journal or Publication Title: ChemPhotoChem
Volume: 1
Number: 8
Page Range: S. 355 - 363
Date: 2017
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 2367-0932
Language: English
Faculty: Faculty of Mathematics and Natural Sciences
Divisions: Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
PHOTOINDUCED ELECTRON-TRANSFER; CARBOXYLIC-ACIDS; TERMINAL ALKYNES; SUBSTITUTED 3-METHYLENEISOINDOLIN-1-ONES; PHOTODECARBOXYLATIVE BENZYLATIONS; COUPLING REACTIONS; PHTHALIMIDES; CATALYSIS; ACCESS; ALKYLPHTHALIMIDESMultiple languages
Chemistry, PhysicalMultiple languages
Refereed: Yes
URI: http://kups.ub.uni-koeln.de/id/eprint/22298

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