Universität zu Köln

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:	Creators Email ORCID ORCID Put Code Griesbeck, Axel G. UNSPECIFIED UNSPECIFIED UNSPECIFIED Neudoerfl, Joerg. -M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Goldfuss, Bernd UNSPECIFIED orcid.org/0000-0002-1814-8818 UNSPECIFIED Molitor, Sabrina UNSPECIFIED UNSPECIFIED UNSPECIFIED
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:	Keywords Language PHOTOINDUCED ELECTRON-TRANSFER; CARBOXYLIC-ACIDS; TERMINAL ALKYNES; SUBSTITUTED 3-METHYLENEISOINDOLIN-1-ONES; PHOTODECARBOXYLATIVE BENZYLATIONS; COUPLING REACTIONS; PHTHALIMIDES; CATALYSIS; ACCESS; ALKYLPHTHALIMIDES Multiple languages Chemistry, Physical Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/22298