Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 2, Pages 225-233Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600987
Keywords
diynes; dual activation; fluorenes; gold catalysis; gold vinylidenes
Categories
Funding
- RISE programme of the ACS
- DAAD
Ask authors/readers for more resources
1,5-Diyne systems bearing one terminal and one benzyl-or allyl-substituted alkyne attached to an aromatic backbone were converted in the presence of a gold catalyst. In a dual gold-catalyzed process, gold vinylidenes are formed that selectively undergo formal CH insertion into the C(sp(2))-H bond of the offered unsaturated systems. If H atoms are present in the propargylic position, a subsequent isomerization to the aromatic system takes place leading to 9H-fluorene and 11H-benzo[b]fluorene derivatives as final products. In the case of a quaternary carbon in the propargylic position no further aromatization is observed and 10H-benzo[b]fluorene derivatives are obtained in high yield.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available