Light promoted synthesis of 1,8-dioxooctahydroxanthenes using sulphated tin oxide as solid support catalyst

Subject Areas :

Tabassum Siddiqui ¹ , Pramod Kulkarni ² , Pudukulatham Zubaidha ³

1 - School of Chemical Sciences Swami Ramanand Teerth Marathwada University Nanded 431606 MS India
2 - Department of Chemistry Hutatma Rajguru Mahavidyalaya Rajgurunagar, Pune 410505 MS India
3 - School of Chemical Sciences Swami Ramanand Teerth Marathwada University Nanded 431606 MS India

Received: 2017-03-10 Accepted : 2017-04-18 Published : 2017-03-01

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Abstract :

In the past few years multi component reactions have captured the attention of synthetic chemists as they provide easy access to diverse complex organic molecules through carbon - carbon and carbon - heteroatom bond formations in tandem manner with simple easy to carry out reaction conditions in short time. 1,8-dioxo-octahydroxanthene is a significant class of oxygen containing heterocycle in which a phenyl substituted pyran ring is fused on either side with two cyclohexanone rings and this unit constitutes in a number of natural products with wide range of therapeutic and pharmacological properties. The present paper describes house hold 100 watt bulb promoted multicomponent reaction between dimedone and various substituted cinnamaldehydes/ substituted benzaldehydes to afford the corresponding 1,8-dioxo-octahydroxanthene derivatives using sulphated tinoxide as solid supported catalyst. This green procedure using heterogenous catalyst and light as source of energy provides facile access to a variety of 1,8-dioxo- octahydroxanthene derivatives in good to excellent yield.