bei Google ScholarTitelangaben
Zhang, Yu ; Li, Qiannan ; Wang, Jinxin ; Lin, Jingchuan ; Xia, Dingding ; Wang, Ping ; Luan, Xin ; Das, Shoubhik ; Zhang, Weidong ; Hao, Er-Jun:
Visible-Light-Promoted Metal-Free Approach for the N-H Insertions by Using Donor/Donor Diazo Precursors.
In: Green Chemistry.
Bd. 26
(2024)
Heft 8
.
- S. 4600-4608.
ISSN 1463-9262
DOI: https://doi.org/10.1039/D3GC04431A
Abstract
The metal-catalyzed carbenoid-based N-H insertions of α-stabilized diazo compounds and relative precursors serve as a robust strategy for the formation of C-N bonds. However, carbenoid-based N-H insertions with aminopyridines are usually incompatible due to the undesired coordination effect between the pyridine and the metal. Moreover, coupling of donor/donor diazo compounds with amines still remains challenging due to the instability and unavailability of donor/donor diazo compounds. Considering all these existing challenges, herein, a metal-free strategy is reported to achieve N-H insertions via coupling donor/donor diazo precursors (N-tosylhydrazones) with a plethora of amines including aminopyridines, anilines, aliphatic amines, and other nucleophiles such as imidazoles, pyrroles, and indoles. Expediently, β-amino esters are also afforded by using this mild strategy. The utility of this protocol is further demonstrated by the gram-scale synthesis and modifications of pharmaceuticals. Therefore, it’s very clear that this metal-free approach uniquely tolerates a wide range of nucleophiles and that opens a straightforward synthetic route to synthesize diverse value-added amines.
Weitere Angaben
| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I > Lehrstuhl Organische Chemie I - Univ.-Prof. Dr. Das Shoubhik Fakultäten Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 07 Mär 2024 08:29 |
| Letzte Änderung: | 26 Apr 2024 11:01 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/88825 |