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Paper | Regular issue | Vol 104, No. 10, 2022, pp.1745-1769
Published online, 10th August, 2022
DOI: 10.3987/COM-22-14718
Microwave-Induced One Step Synthesis of Structurally Diverse Linear Indoloquinolines: Concise Synthesis of Norneocryptolepine

Krisztián Biró, János Tatai, Bence Pollák, Márk Molnár, and Miklós Nyerges*

*Servier Research Institute of Medicinal Chemistry, 7, Záhony utca, 1031, Budapest, Hungary

Abstract

A general and efficient synthesis of diverse tetra- and pentacyclic indolo[2,3-b]quinoline derivatives was achieved through a microwave assisted, metal-free, base catalyzed domino Knoevenagel condensation, intramolecular cyclization process starting from simple oxindole and 2-amino-arylaldheydes. This approach provides a straightforward, atom-economical and concise route to access a diverse range of otherwise not easily available heterocycles in excellent yields with good tolerance of functional groups.