Cu(II)-Catalyzed Synthesis of 4‑(1,4,5,6-Tetrahydropyridin-3-yl)-1,4-dihydroisoquinolin-3-ones from 4‑Diazoisoquinolin-3-ones
We report a simple, efficient, and highly selective C–H bond insertion of copper carbenes generated in situ from 4-diazo-1,4-dihydroisoquinolin-3-ones into β-C(sp2)–H bonds of N-sulfonyl enamides, which gave a series of 4-(1,4,5,6-tetrahydropyridin-3-yl)-1,4-dihydroisoquinolin-3(2H)-ones in good t...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2022-03, Vol.87 (6), p.4088-4096 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | We report a simple, efficient, and highly selective C–H bond insertion of copper carbenes generated in situ from 4-diazo-1,4-dihydroisoquinolin-3-ones into β-C(sp2)–H bonds of N-sulfonyl enamides, which gave a series of 4-(1,4,5,6-tetrahydropyridin-3-yl)-1,4-dihydroisoquinolin-3(2H)-ones in good to excellent yields. Operationally simple and mild reaction conditions, a cheap catalyst, readily accessible starting materials, and a broad substrate scope are the merits of this reaction. |
---|---|
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.1c02905 |