Ultrasound assisted multicomponent reactions: A green method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular reusable catalyst in water

doi:10.1016/S1872-2067(15)61005-1

Abstract

Abstract:

We demonstrate a superficial method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular, biodegradable, and reusable catalyst in aqueous medium. The reaction product is in excellent yield with moderate to excellent selectivity. The mechanistic transformation presumably proceeds via a one-pot, multicomponent cyclization of dimedone in the presence of aromatic aldehydes and aromatic amines/INH, undergoing a tandem Michael addition reaction. The proposed approach in this study provides a highly efficient and environmentally benign route to N-substituted 1,8-dioxo-decahydroacridines.

Key words: Tandem reaction, N-Substituted 1,8-dioxo-decahydroacridines, β-Cyclodextrin, Supramolecular catalysis, Water

Asha V. Chate, Umesh B. Rathod, Jagdish S. Kshirsagar, Pradip A. Gaikwad, Kishor D. Mane, Pravin S. Mahajan, Mukesh D. Nikam, Charansingh H. Gill. Ultrasound assisted multicomponent reactions: A green method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular reusable catalyst in water[J]. Chinese Journal of Catalysis, 2016, 37(1): 146-152.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(15)61005-1

https://www.cjcatal.com/EN/Y2016/V37/I1/146

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