Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-375
Authors: Kammer, Lisa Marie
Rahman, Aliyaah
Opatz, Till
Title: A visible light-driven Minisci-type reaction with N-hydroxyphthalimide esters
Online publication date: 23-Apr-2018
Language: english
Abstract: A visible light-promoted protocol for the redox-neutral coupling of N-hydroxyphthalimide esters with different n-heterocyclic compounds is described. the reaction proceeds through an alkyl radical intermediate generated by reductive decarboxylation of n-hydroxyphthalimide esters. in contrast to the original minisci protocol, polyalkylation can largely be avoided. mechanistic investigations revealed a radical chain mechanism which in some cases can proceed even if no photocatalyst is added. this valuable and functional group-tolerant reaction produces substituted heterocycles in moderate to excellent yield. the use of inexpensive starting materials and leds as the light source are key features of this c–c bond formation.
DDC: 540 Chemie
540 Chemistry and allied sciences
Institution: Johannes Gutenberg-Universität Mainz
Department: FB 09 Chemie, Pharmazie u. Geowissensch.
Place: Mainz
ROR: https://ror.org/023b0x485
DOI: http://doi.org/10.25358/openscience-375
Version: Published version
Publication type: Zeitschriftenaufsatz
License: CC BY
Information on rights of use: https://creativecommons.org/licenses/by/4.0/
Journal: Molecules
23
4
Pages or article number: Art. 764
Publisher: MDPI
Publisher place: Basel
Issue date: 2018
ISSN: 1420-3049
Publisher URL: http://dx.doi.org/10.3390/molecules23040764
Publisher DOI: 10.3390/molecules23040764
Appears in collections:JGU-Publikationen

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