Bibliographic Details
| Title: |
Intramolecular C–H arylation of pyridine derivatives with a palladium catalyst for the synthesis of multiply fused heteroaromatic compounds |
| Authors: |
Yuki Nakanishi, Shoichi Sugita, Kentaro Okano, Atsunori Mori |
| Source: |
Beilstein Journal of Organic Chemistry, Vol 20, Iss 1, Pp 3256-3262 (2024) |
| Publisher Information: |
Beilstein-Institut, 2024. |
| Publication Year: |
2024 |
| Collection: |
LCC:Science
LCC:Organic chemistry |
| Subject Terms: |
intramolecular c–h arylation, multiply fused heterocycles, palladium acetate, phosphine ligand, pyridine amides, Science, Organic chemistry, QD241-441 |
| More Details: |
The C–H arylation of 2-quinolinecarboxyamide bearing a C–Br bond at the N-aryl moiety is carried out with a palladium catalyst. The reaction proceeds at the C–H bond on the pyridine ring adjacent to the amide group in the presence of 10 mol % Pd(OAc)2 at 110 °C to afford the cyclized product in 42% yield. The yield is improved to 94% when the reaction is performed with PPh3 as a ligand of palladium. The reaction is examined with amides derived from unsubstituted picoline, 6-methylpicoline, and 2,6-pyridinedicarboxylic acid in a similar manner to afford the cyclized products in 70%, 77%, and 87% yield, respectively. The related reaction is also carried out with amides of non-pyridine derivatives terephthal- and benzamides to afford multiply fused heterocyclic compounds in 81% and 89% yields, respectively. |
| Document Type: |
article |
| File Description: |
electronic resource |
| Language: |
English |
| ISSN: |
1860-5397 |
| Relation: |
https://doaj.org/toc/1860-5397 |
| DOI: |
10.3762/bjoc.20.269 |
| Access URL: |
https://doaj.org/article/969279c5ac4749b9b917cea5e27cf6d9 |
| Accession Number: |
edsdoj.969279c5ac4749b9b917cea5e27cf6d9 |
| Database: |
Directory of Open Access Journals |
