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Domino N₂-Extrusion–Cyclization of Alkynylarylketone Derivatives for the Synthesis of Indoloquinolines and Carbocycle-Fused Quinolines
- Akkachairin, Bhornrawin, Tummatorn, Jumreang, Khamsuwan, Narumol, Thongsornkleeb, Charnsak, Ruchirawat, Somsak
- Journal of organic chemistry 2018 v.83 no.18 pp. 11254-11268
- alkynes, chemical reactions, chemical structure, quinolines, synthesis
- New synthetic approaches for the synthesis of indoloquinolines and carbocycle-fused quinolines have been developed employing alkynylketone substrates. These synthetic transformations involved the application of N₂-extrusion of azido complexes as a key step to generate carbodiimidium ion and nitrilium ion in situ, which further cyclized intramolecularly with alkyne via a domino process to provide indoloquinolines and carbocycle-fused quinolines, respectively, in moderate to good yields.