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Synthesis of Imidazol[1,5-a]indole-1,3-diones from Imidazolidene-2,4-diones
Abstract
Copper and tributyltin hydride catalysed cyclization, through the N-aryl bond formation, of imidazolidine-2,4-diones (11–16,18) yielded imidazo[1,5-a]indole-1,3-diones (5–10) in high yields (72–100%). The ease of cyclization was found to be consistent with the normal halogen reactivity and the type of substituents. The highly substituted imidazole-2,4-dione 15 gave brominated 19 and tin incorporated heterocycles 20 when treated with copper bromide and tributyltin hydride, respectively.
KEYWORDS: Indoles, imidazolidine-2,4-diones, arylaldehyhydes, copper bronze, tributyl tin hydride.