One-pot solvent-free synthesis of 1,8-dioxo-octahydroxanthene derivatives using sulfonic acid-functionalized LUS-1 and their antimicrobial activities

• Published in: Research on chemical intermediates Vol. 42; no. 4; pp. 3847 - 3861
• Main Authors: Rahimifard, Mahshid, Mohammadi Ziarani, Ghodsi, Badiei, Alireza, Asadi, Shima, Abolhasani Soorki, Ali
• Format: Journal Article
• Language: English
• Published: Dordrecht Springer Netherlands 01.04.2016; Springer Nature
• Subjects: Catalysis; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Inorganic Chemistry; Physical Chemistry; Physical Sciences; Science & Technology; Antimicrobial activity; Dimedone; Sulfonic acid functionalized LUS-1; Mesoporous acid catalyst; Xanthene; CATALYZED EFFICIENT; DESIGN; GREEN SYNTHESIS; CONDENSATION; ALDEHYDES; SBA-15; SILICA SBA-PR-SO3H
• ISSN: 0922-6168; 1568-5675
• DOI: 10.1007/s11164-015-2248-2

An efficient acidic functionalization of mesoporous silica LUS-1 (Laval University silica) was carried out by grafting and oxidation of (3-mercaptopropyl)trimethoxysilane. The functionalized LUS-1 was characterized by different methods such as TGA, XRD, BET and SEM methods and its catalytic activity for one-pot synthesis of xanthene derivatives via the three-component condensation reaction of aromatic aldehydes and dimedone has been reported. The short reaction time, excellent yields, simple work-up procedure, and environmentally friendly conditions are particular advantages of this method. Antibacterial and antifungal activities of synthesized compounds were measured against gram-positive and gram-negative bacteria and fungus. Only compound 9-(2,4-dichlorophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1 H -xanthene-1,8(2 H )-dione ( 3h ) showed activity against Bacillus subtilis .