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One-pot synthesis of novel 1, 8-dioxo-decahydroacridines containing phenol and benzamide moiety and their synthetic uses

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Abstract

An efficient synthesis of some new 1, 8-dioxo-decahydroacridines is achieved via one-pot, three-component condensation of aromatic aldehydes, cyclic diketone and 4-amino benzamide/4-aminophenol. Reaction of these acridines with dimethylacetylene dicarboxylate and triphenylphosphine or cyclohexylisocyanide gives stable phosphorus ylides or 4H-chromene derivatives, respectively, with good yields.

Some new 1, 8-dioxo-decahydroacridines were synthesized via one-pot, condensation of aromatic aldehydes, cyclic diketone and 4-amino benzamide/4-aminophenol. Reaction of these acridines with dimethylacetylene dicarboxylate and triphenylphosphine or cyclohexylisocyanide gives stable phosphorus ylides or 4H-chromene derivatives, respectively, with good yields.

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Acknowledgement

We thank the Research Council of Shahid Bahonar University of Kerman for financial support to carry out this work.

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Correspondence to ESMAT TAVAKOLINEJAD KERMANI.

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DOREHGIRAEE, A., TAVAKOLINEJAD KERMANI, E. & KHABAZZADEH, H. One-pot synthesis of novel 1, 8-dioxo-decahydroacridines containing phenol and benzamide moiety and their synthetic uses. J Chem Sci 126, 1039–1047 (2014). https://doi.org/10.1007/s12039-014-0628-6

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  • DOI: https://doi.org/10.1007/s12039-014-0628-6

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