Acridines and Acridinium ions are one of the earliest known important classes of hetero-aromatic compounds with broad research and industrial applications in the field of medicinal chemistry, dye, chemosensor, photo catalysis, solar cell and photovoltaic applications. All the synthetic methods reported for their synthesis so far mainly deal with construction of a new 6-membered ring through formation of any one or two bonds on suitably substituted pre-existing aromatic system. In most cases, these aromatic precursors are not commercially available, often difficult to prepare, require multiple steps, often involve application of toxic heavy metals and ligands. We have developed a FeCl3-alcohol catalyzed stepwise and one-pot general synthetic method for both diversely substituted acridines and acridinium ions directly from easily available 1,3-diketones, amines and aldehydes using molecular oxygen as terminal oxidant to produce water as the only by-product.1 This ligand free approach has exploits high atom economy and diversity of multi-component reaction (MCR) to merge with a novel FeCl3 catalyzed oxidative dehydrogenation to be the first synthesis of acridine and acridinium ions from aliphatic precursors and hence provides an effective greener alternative to all reported synthetic procedures so far. The newly generated acridinium photo-catalysts generated from this methodology found to be very effective in carrying out many vital organic transformations2,3 with exceptional ease in minimal catalyst loading without requiring any expensive heavy metal complex photocatalyst. In this presentation I shall discuss about the advancement achieved in synthesis of acridinium based photo-catalysts and effectiveness of these catalysts for providing greener alternative to several vital organic transformations.

Efficient synthetic access to acridines and acridinium ions and their application towards greener organic transformations

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27th CRSI National Symposium in Chemistry

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