Res Chem Intermed (2015) 41:6339–6350 DOI 10.1007/s11164-014-1743-1 A three-component domino reaction for efﬁcient synthesis of functionalized pyrazolo[3,4-f]quinolines under catalyst-free conditions • • Mei-Mei Zhang Dong-Sheng Chen Xiang-Shan Wang Received: 11 March 2014 / Accepted: 7 June 2014 / Published online: 11 July 2014 Springer Science+Business Media Dordrecht 2014 Abstract A three-component domino reaction of aromatic aldehyde, 1H-indazol-6- amine, and tetronic acid or 4-hydroxy-2H-chromen-2-one is described, giving pyrazolo [3,4-f]quinoline derivatives in high yields under catalyst-free conditions. Keywords Domino reaction Pyrazoloquinoline Catalyst-free Introduction A domino reaction, also called a cascade or tandem reaction, is a consecutive series of organic reactions which often proceed via highly reactive intermediates. Such reactions allow organic synthesis of complex multinuclear molecules from a single acyclic precursor or through a one-pot multicomponent reaction. They are also green reactions that display high atom economy and do not involve workup or isolation of many intermediates, being used in medical or combinatorial chemistry to synthesize highly complicated active drug molecules [1–4]. Pyrroloquinoline is a skeleton of natural alkaloids. A well-known example is marinoquinoline A (Fig. 1), which was isolated from the gliding bacterium Ohtaekwangia kribbensis and shows weak antibacterial and antifungal activities and moderate cytotoxicity against four growing
Research on Chemical Intermediates – Springer Journals
Published: Jul 11, 2014
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