Studies on Mechanism of Formation of ۲-substituted-۱,۳- Indandiones/Ortho thio quinones and Allied Heterocycles

ABSTRACTKetovinylation of ۲-substituted ۱,۳-indandiones has been achieved by the condensation of Na or K salts of ۲-(R-substituted) ۱,۳-indandione with beta-chlorovinyl ketones to get pharmacologically active ۲-(R/-substituted)-۱,۳-indandiones(۱).Interaction of ۱,۳-indandione with tetra cyano ethylene in ethanol gives ۲-dicyano methylene compound(۲) in excellent yields.Ortho hydroxy thio phthalimides (۳) generate the corresponding ortho thio quinones (۴) which have been utilized to prepare the heterocycles of potential biological activity. Acetyl and cinnamoyl indandiones (۹) (R=Me, CH=CHPr) react with aminozoles such as ۳-amino-۱,۲,۴-triazole and ۲-aminobenzimidazole and afford mechanistically interesting indenoazolo-pyrimidines (۱۰) and (۱,۳-dioxo-indan-۲-yl)- azolopyrimidines (۱۱)respectively.

کلیدواژه ها:

Ketovinylation ، Betachlorovinylketone ، Dicyanomethylene ، Orthohydroxythiophthalimide ، Triazole