Abstract
A new Cu(II)-catalyzed annulation–cyanotrifluoromethylation of 1,6-enynes with Togni's reagent and trimethylsilyl cyanide (TMSCN) has been established, enabling the direct construction of trifluoromethylated 1-indanones with an all-carbon quaternary center in good yields. This reaction was performed by using low-cost Cu(OTf)2 as the catalyst and Togni's reagent as both the radical initiator and a CF3 source, providing an efficient protocol for building up an 1-indanone framework with wide functional group compatibility. The reaction mechanism was proposed through a radical triggered addition/5-exo-dig cyclization/oxidation/nucleophilic cascade.
Original language | English |
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Article number | 234 |
Journal | Frontiers in Chemistry |
Volume | 8 |
DOIs | |
State | Published - Apr 17 2020 |
Keywords
- 1
- 1-indanones
- 6-enynes
- Cu(II) catalysis
- annulation–difunctionalization
- cyanotrifluoromethylation