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Gold‐catalyzed C−H Functionalization of Phenothiazines with Aryldiazoacetates

Titelangaben

Jana, Sripati ; Empel, Claire ; Pei, Chao ; Nguyen, Thanh Vinh ; Koenigs, Rene M.:
Gold‐catalyzed C−H Functionalization of Phenothiazines with Aryldiazoacetates.
In: Advanced Synthesis & Catalysis. Bd. 362 (2020) . - S. 5721-5727.
ISSN 1615-4169
DOI: https://doi.org/10.1002/adsc.202000962

Abstract

Phenothiazine is an important structural motif in pharmaceuticals and advanced functional organic materials. However, the C−H functionalization reaction of N-protected phenothiazine is rather unexplored and often shadowed by its chemical reactivity on the heteroatomic centers, which limits the diversity of its potential applications. This report demonstrates a straightforward approach towards the site-selective C−H functionalization of phenothiazine at the para-position of N atom via gold-catalyzed carbene transfer reactions (37 examples, up to 83% yield). The mechanism behind the regionselectivity of the C−H functionalization reaction was also elucidated by a combination of computational and experimental studies.

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 13:10
Letzte Änderung: 01 Apr 2025 13:10
URI: https://eref.uni-bayreuth.de/id/eprint/93128