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Paper | Regular issue | Vol 104, No. 10, 2022, pp.1782-1791
Published online, 18th August, 2022
DOI: 10.3987/COM-22-14721
A Microwave-Assisted, Two-Step Synthesis of Indolo[3,2-c]quinolines via Fischer Indolization and Oxidative Aromatization

Sezgin Kiren,* Faisal Mahmud Yakubu, Hassan Mohammed, and Felicia Grimes

*Winston Salem State University, 601 MLK, Jr., Winston Salem, NC 27110, USA

Abstract

Herein, we describe a practical two-step synthesis of an indolo[3,2-c]quinoline scaffold from substituted 4-methoxyquinolines using Fischer indole method and oxidative aromatization in one-pot under microwave radiation. With this protocol, a biologically active natural product, isocryptolepine, and its analogues can be readily and efficiently accessed. Also, this method has been efficiently utilized to generate a series of novel pyrrole-containing derivatives of this heterocyclic system.