Res Chem Intermed (2015) 41:6523–6532 DOI 10.1007/s11164-014-1758-7 Convenient one-pot synthesis of N-acyl-1,3-diaryl-2- azaphenalene derivatives via solvent-free ﬁve- component condensation reactions • • Akbar Mobinikhaledi Naser Foroughifar Hassan Moghanian Reza Mozaffari Received: 30 March 2014 / Accepted: 21 June 2014 / Published online: 9 July 2014 Springer Science+Business Media Dordrecht 2014 Abstract N-Acyl-1,3-diaryl-2-azaphenalene derivatives have been synthesized by one-pot condensation reaction of aromatic aldehydes, 2,7-naphthalenediol, carboxylic acids, and aqueous ammonia (25 %). Different aromatic aldehydes and carboxylic acids have been used in the reaction and the products were always obtained in good to high yields. The method is simple, solvent free, and involves a short reaction time. These relatively rapid reactions possibly proceed via a Betti reaction mechanism. Keywords 2-Azaphenalene 2,7-Naphthalenediol One-pot Multi-component Solvent-free Introduction Multicomponent reactions (MCRs) are important in modern organic synthesis because they can introduce additional diversity into a molecule in a one pot reaction [1–4]. Some major advantages of MCRs are atom-economy, convergent character, operational simplicity, structural diversity, and complexity of the molecules. These reactions are also increasingly important in combinatorial chemistry and drug discovery [5, 6]. In the history of multicomponent one-pot reactions, the Strecker synthesis, which led to a-aminonitriles, was the
Research on Chemical Intermediates – Springer Journals
Published: Jul 9, 2014
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