Aluminium Chloride–Catalyzed Synthesis of 4-Benzyl Cinnolines from Aryl Hydrazones

Abstract

An efficient synthesis of 4-benzyl cinnolines from aryl phenylallylidene hydrazone is described. In this report aluminium chloride as a Lewis acid catalyst and toluene as a solvent are used for the synthesis. This method is expected to more advantageous than the other reported methods of synthesis of the cinnoline rings because of its low cost, better yield, and benign reaction conditions.[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications ® for the following free supplemental resource(s): Full experimental and spectral details.]

Homo- and Hetero-Oligonuclear Complexes of Platinum Group Metals (PGM) Coordinated by Imine Schiff Base Ligands

“…The mechanism of SB formation and hydrolysis was discussed in details by Cordes and Jencks [20]. Water is regarded as a disturbing factor inhibiting the progress of the chemical reaction, which can be eliminated by molecular sieves [21], or dehydrating agents acting as catalysts such as phosphorous(V) oxide supported on silica [22], magnesium perchlorate [23], titanium(IV) chloride [24], aluminum chloride [25] and hydrobromic acid [26]. Apart from conventional methods, there are also more sophisticated ones, including green chemistry methods with synthesis performed in water suspension medium [27] or under solvent-free conditions supported by using the microwave irradiation [28] and montmorillonite K 10 clay [29] or tungsten(VI) chloride as [30] catalyst, or on alumina surface [31].…”