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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
Author(s) -
Khurana Jitender M.,
Nand Bhaskara
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.661
Subject(s) - xanthene , chemistry , ionic liquid , condensation , ethanol , aryl , p toluenesulfonic acid , catalysis , organic chemistry , combinatorial chemistry , medicinal chemistry , alkyl , physics , thermodynamics
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).