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Domino N2‑Extrusion–Cyclization of Alkynylarylketone Derivatives for the Synthesis of Indoloquinolines and Carbocycle-Fused Quinolines

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journal contribution
posted on 07.08.2018, 00:00 by Bhornrawin Akkachairin, Jumreang Tummatorn, Narumol Khamsuwan, Charnsak Thongsornkleeb, Somsak Ruchirawat
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.