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- Title
Intramolecular Nickel‐Catalyzed Ring‐Opening Reactions of Oxabenzonorbornadienes with C<sub>1</sub>‐Tethered Aryl Halides: An Improvement of Method.
- Authors
Koh, Samuel; Pounder, Austin; Brown, Elizabeth; Tam, William
- Abstract
An improved method of the recently reported novel transition metal‐catalyzed intramolecular ring‐opening reaction of oxabenzonorbornadienes with C1‐tethered aryl halides is described. Using a nickel catalyst, fused tetracycles containing a 1,2‐dihydronaphthalen‐1‐ol framework were generated with good to excellent yields and selectivities in most cases: a result seldom obtained using the previous palladium‐catalyzed conditions. Electron‐withdrawing, electron‐donating, and bulky substituents were generally found to be well tolerated in the reaction while extension of the tether led to decreased yields.
- Subjects
RING-opening reactions; NICKEL catalysts; PALLADIUM; HOMOGENEOUS catalysis; CLASS B metals; ARYL halides
- Publication
European Journal of Organic Chemistry, 2020, Vol 2020, Issue 29, p4558
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202000672