Tetrahedron

A concise synthesis of indoloquinoline skeletons applying two consecutive Pd-catalyzed reactions

B Bogányi, J Kámán

Index: Boganyi, Borbala; Kaman, Judit Tetrahedron, 2013 , vol. 69, # 45 p. 9512 - 9519

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Citation Number: 17

Abstract

Abstract The indoloquinoline alkaloids cryptolepine (1), neocryptolepine (2), isocryptolepine (3), and isoneocryptolepine (4) are important tools in traditional medicine. Now, their precursors 1a–4a were synthesized in two steps starting from the corresponding bromo- iodoquinolines. Our strategy is based on palladium-catalyzed reactions, applying regioselective Buchwald–Hartwig amination on 2, 3-and 3, 4-dihaloquinolines followed by ...

~91%

~86%

Synthesis of pyrido [2′, 1′: 2, 3] imidazo [4, 5-b] quinolin...

[Loones, Kristof T.J.; Maes, Bert U.W.; Dommisse, Roger A. Tetrahedron, 2007 , vol. 63, # 36 p. 8954 - 8961]