Synthesis of several types of 2,8-dioxabicyclo[3.3.1]nonanes using amberlyst-15 as an efficient recyclable heterogeneous catalyst

ABSTRACT

A facile synthesis of 2,8-dioxabicyclo[3.3.1]nonane derivatives starting from simple molecules, such as 2-hydroxychalcones as one component and dimedone, 4-hydroxycoumarin, 2-hydroxynaphthoquinone, 2-naphthol or 1-naphthol, as the other has been achieved by use of amberlyst-15, a sulfonated polystyrene resin, as a recyclable heterogeneous catalyst. The methodology involves a domino sequence of Michael addition and two-stage cyclisation.

GRAPHICAL ABSTRACT

KEYWORDS:

• 2,8-Dioxabicyclo[3.3.1]nonanes
• 2-hydroxychalcones
• amberlyst-15
• recyclable heterogeneous catalyst

Additional information

Funding

Financial assistance from the UGC-CAS and DST-PURSE programs, Department of Chemistry is gratefully acknowledged. The authors acknowledge the DST-FIST program to the Department of Chemistry, Jadavpur University for providing the NMR spectral data. The UPE-II program of the UGC is also thanked for financial assistance. SS is thankful to the CSIR and NS, SM, and RM to the UGC, New Delhi for their Research Fellowships.