An efficient and convenient approach for the synthesis of novel 2-hydroxy-12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones using p-toluenesulfonic acid in ethanol and ionic liquid

✍ Scribed by Jitender M. Khurana; Bhaskara Nand; Sneha

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2011
• Tongue: English
• Weight: 188 KB
• Volume: 48
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.661

✦ Synopsis

Abstract

A novel series of 2‐hydroxy‐12‐aryl‐8,9,10,12‐tetrahydrobenzo[a]xanthene‐11‐ones were synthesized by the one‐pot multicomponent condensation of 2,7‐dihydroxynaphthalene, aromatic aldehydes, and cyclic 1,3‐dicarbonyl compounds in the presence of a catalytic amount of p‐toluenesulfonic acid in ethanol and in ionic liquid butyl methyl imidazolium tetrafluroborate ([bmim]BF~4~). The newly developed protocol is operationally convenient, widely applicable, and gives excellent yields of the diversely substituted title compounds in high purity by easy workup. J. Heterocyclic Chem., (2011).