An efficient route to 1,8-dioxo-octahydroxanthenes and -decahydroacridines using a sulfated zirconia catalyst

被引:46
作者
Kahandal, Sandeep S. [1 ]
Burange, Anand S. [2 ]
Kale, Sandip R. [3 ]
Prinsen, Pepijn [4 ]
Luque, Rafael [4 ]
Jayaram, Radha V. [5 ]
机构
[1] BN Bandodkar Coll Sci, Dept Chem, Thana, India
[2] Wilson Coll Chowpatty, Dept Chem, Bombay, Maharashtra, India
[3] SIES, Coll Arts Sci & Commerce, Dept Chem, Bombay, Maharashtra, India
[4] Univ Cordoba, Dept Quim Organ, Ediftcio Marie Curie C-3,Ctra Nnal 4-A,Km 396, E-14014 Cordoba, Spain
[5] Inst Chem Technol, Dept Chem, Mumbai, Maharashtra, India
关键词
1,8-dioxo-octahydroxanthenes; 1,8-dioxo-decahydroacridines; Sulfated zirconia; Heterogeneous catalyst; POTENTIAL ANTITUMOR AGENTS; DERIVATIVES; ACID; CONDENSATION; DIACRIDINES; ALDEHYDES;
D O I
10.1016/j.catcom.2017.03.017
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Sulfated zirconia results to be a very efficient catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines without tedious work-up procedures. While 1,8-dioxo-octahydroxanthenes are prepared from aldehyde and 5,5-dimethyl-1,3-cyclohexenedione (dimedone), 1,8-dioxo-decahydroacridines are prepared from this reactant mixture with amines. This method provides a mild catalytic protocol for the synthesis of functionalized xanthene and acridine derivatives. The catalysts were characterized by XRD, FT-IR, TGA-DSC, SEM-EDAX and surface acidity and showed excellent re-usability up to 6 consecutive cycles.
引用
收藏
页码:138 / 145
页数:8
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