Journal
ORGANIC CHEMISTRY FRONTIERS
Volume -, Issue -, Pages -Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d3qo01184d
Keywords
-
Categories
Ask authors/readers for more resources
A series of tetrahydro-beta-carbolin 1,3-diketone frameworks can be synthesized efficiently under mild conditions using azlactones and indole-2-amides. This reaction exhibits excellent compatibility and can be completed without a metal mediator.
A series of tetrahydro-beta-carbolin 1,3-diketone frameworks can be synthesized under mild conditions utilizing azlactones and indole-2-ylamides. This highly efficient [4 + 2] annulation further broadens the application of azlactones derived from amino acids via the umpolung strategy in organic synthesis, featuring good compatibility. Furthermore, control experiments indicate that the addition of the oxidant DDQ could complete the homocoupling of azlactones without a metal mediator. Moreover, DFT computational calculations were performed to further elucidate the chemoselectivity of the reaction and a plausible mechanism is proposed to explain the reaction process. A range of tetrahydro-beta-carbolin 1,3-diketones can be efficiently synthesized through effective [4 + 2] annulation involving azlactones and indole-2-amides. This method utilizes the umpolung strategy and exhibits excellent compatibility.
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