PubAg

Main content area

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

Author:
Akkachairin, Bhornrawin, Tummatorn, Jumreang, Khamsuwan, Narumol, Thongsornkleeb, Charnsak, Ruchirawat, Somsak
Source:
Journal of organic chemistry 2018 v.83 no.18 pp. 11254-11268
ISSN:
1520-6904
Subject:
alkynes, chemical reactions, chemical structure, quinolines, synthesis
Abstract:
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.
Agid:
6146228