An Efficient and Facile Synthesis of 1,2,4-Aryl Triazoles and 4-Thiazolidinones Bearing 6-Fluorochroman Nucleus.

A new generation of chroman bearing heterocyclic five membered ring such as 1,2,4-triazoles and thiazolidinones was designed and synthesized. New chroman based nucleus 5-(6-fluorochroman-2-yl)-4-aryl-4H-1,2,4-triazole-3-thiol and 6-fluorochroman-N-(4-oxo-2-arylthiazolidinin-3-yl) chroman-2-carboxamides were synthesized. Aryl triazole compounds 4a-4j were synthesized from 6-fluorochroman-2-carbohydrazide 2 on reaction with base in methanol and CS2 followed by reaction with substituted aniline. Thiazolidinone compounds 5a-5j were synthesized from 6-fluorochroman-2-carbohydrazide 2 on reaction with substituted aryl aldehyde and thioglycolic acid.

(E)-3-(Furan-2-yl)-1-(4-meth-oxy-phen-yl)prop-2-en-1-one.

In the title mol-ecule, C(14)H(12)O(3), the prop-2-en-1-one unit forms dihedral angles of 12.96 (5) and 7.89 (7)° with the 4-meth-oxy-phenyl group and the furan ring, respectively. The furan and benzene rings form a dihedral angle of 8.56 (5)°. In the crystal, C-H⋯π and π-π inter-actions are observed between the benzene and heterocyclic rings [centroid-centroid distance = 3.760 (1) Å].