A Facile, Efficient and Convenient Synthesis of 1,8-Dioxodecahydroacridines with PMA-SiO2 Reusable Catalyst

Author(s): Madala Subramanyam, Ravi Varala, Reddymasu Sreenivasulu*, Mandava Venkata Basaveswara Rao, Koya Prabhakara Rao*.

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 11 , 2018

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Abstract:

Multi component reactions (MCRs) are emerged as the most an effective and efficient tool in modern synthetic organic chemistry in the recent years. Syntheses of complex and diverse organic molecules from simple and readily available starting materials in a single step can be achieved by MCRs. We achieved PMA-SiO2 catalysed synthesis of 1,8-dioxodecahydroacridines through multi component reactions (MCRs) of 5, 5-dimethylcyclohexane-1, 3-dione, aldehydes and anilines in PEG- 400. Moreover, varieties of dioxodecahydroacridine derivatives were also synthesized in good yields by using PMA-SiO2 catalyst. The reaction proceeded efficiently in all these cases affording a diversity of 5-substituted 1, 8-dioxodecahydroacridine derivatives 6(a-i), in reasonably good yields. A range of electron donating and electron with drawing groups present on the aromatic ring of aldehydes was well tolerated for the titled catalyst, PMA-SiO2 and obtained good yields. PMA-SiO2 in PEG-400 catalyst offers several advantages like shorter reaction times, non-toxic, mild reaction conditions, cleaner reactions, high yield of the products, lower catalytic loading etc. Moreover, this catalyst could be recovered and recycled easily for several cycles without losing its activity. This study can provide a road map to design new green synthetic methodologies for single step cyclo-condensation reaction through MCRs with better yields.

Keywords: Acridines, multi component reactions, PEG-400, PMA-SiO2, catalyst, DHP.

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Article Details

VOLUME: 15
ISSUE: 11
Year: 2018
Page: [915 - 921]
Pages: 7
DOI: 10.2174/1570178615666180212153735
Price: $65

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