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Enabling Cyclopropanation Reactions of Imidazole Heterocycles via Chemoselective Photochemical Carbene Transfer Reactions of NHC-Boranes

Titelangaben

Chen, Ze-Le ; Empel, Claire ; Wang, Kun ; Wu, Pan-Pan ; Cai, Bao-Gui ; Li, Lei ; Koenigs, Rene M. ; Xuan, Jun:
Enabling Cyclopropanation Reactions of Imidazole Heterocycles via Chemoselective Photochemical Carbene Transfer Reactions of NHC-Boranes.
In: Organic Letters. Bd. 24 (2022) . - S. 2232-2237.
ISSN 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.2c00609

Abstract

Herein we report a site-selective cyclopropanation of N-heterocyclic carbene (NHC)-borane complexes via photochemical carbene transfer reactions. By subtle changes to the reaction conditions, this approach can be further extended toward the difunctionalization of NHC-boranes via cyclopropanation and the B–H insertion reaction. Further investigations in photochemical continuous-flow applications and synthetic transformations proved the utility of the method. Theoretical calculations and control experiments were performed to explain the observed selectivity.

Weitere Angaben

Publikationsform: Artikel in einer Zeitschrift
Begutachteter Beitrag: Ja
Institutionen der Universität: Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie
Titel an der UBT entstanden: Nein
Themengebiete aus DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Eingestellt am: 01 Apr 2025 08:42
Letzte Änderung: 01 Apr 2025 08:42
URI: https://eref.uni-bayreuth.de/id/eprint/93098