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 |
Year of first publication: | 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 |