Sulfamic acid supported on cellulose as a biodegradable and recyclable heterogeneous catalyst for the synthesis of tetrahydrobenzo xanthene derivatives

Zakerinasab, Batol; Nasseri, Mohammad Ali; Hassani, Hassan

Document Type : Original Research Article

Authors

¹ Department of Chemistry, College of Sciences, University of Birjand, Birjand 97175-615, Iran

² Department of Chemistry, Payam Noor University, Birjand, Iran

Abstract

Cellulose bonded N-propyl diethylene tetra sulfamic acid (CBPDETSA) was successfully applied as a green and recyclable acidic catalyst for the synthesis of tetrahydrobenzo [a] xanthene-11-one as an important class of potentially bioactive compounds. The products are obtained by the coupling of 2-naphtol , cyclohexadione and aldehyde derivatives in good to high yields (70- 92%) under solvent-free conditions. The reactivity of different aromatic aldehydes was influenced by the nature and position of the substituents on the aromatic ring. The benzaldehyde derivatives having an electron-withdrawing substituent were highly reactive and gave the products in excellent yields. Also, the catalyst could be recovered by filtration and subjected to a second reaction process. The results show that the yield of product after five runs was only slightly reduced.

Graphical Abstract

Keywords

Main Subjects

Organic chemistry

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Iranian chemical communication

Sulfamic acid supported on cellulose as a biodegradable and recyclable heterogeneous catalyst for the synthesis of tetrahydrobenzo xanthene derivatives

References

References

Volume 4, Issue 2, pp. 133-235, Serial No. 11
April 2016
Pages 214-225

Sulfamic acid supported on cellulose as a biodegradable and recyclable heterogeneous catalyst for the synthesis of tetrahydrobenzo xanthene derivatives

References

References

Volume 4, Issue 2, pp. 133-235, Serial No. 11April 2016Pages 214-225

Volume 4, Issue 2, pp. 133-235, Serial No. 11
April 2016
Pages 214-225