Abstract
A new Fe(III)-catalyzed bicyclization reaction of yne-allenones with indoles has been established, enabling the direct construction of cyclobuta[a]naphthalen-4-ols with an all-carbon quaternary center in good to excellent yields. This reaction was performed by using low-cost FeCl3 as the catalyst and EtOH as the environmentally benign solvent, providing a green protocol for constructing the cyclobutarene framework with a high degree of atom economy and functional group compatibility. The reaction mechanism was proposed to proceed through a [2 + 2] cycloaddition/1,6-conjugate addition cascade.
Original language | English |
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Article number | 599 |
Journal | Frontiers in Chemistry |
Volume | 6 |
Issue number | DEC |
DOIs | |
State | Published - 2018 |
Keywords
- 1,6-addition
- Bicyclization
- Cyclobutarenes
- Fe(III)-catalysis
- Yne-allenones