Structure, liquid and solid state synthesis for dimers via [3+3] dipolar cycloadditions

Abstract

Abstract[3+3] Dipolar cycloaddition reactions of phthalazinium ylides are described. For the first time in the cycloimmonium ylides series, a study concerning the [3+3] dipolar cycloaddition under microwave irradiation (in liquid and solid phase) is reported. A comparative study classical / microwave heating was performed and a feasible explication for the efficiency of microwave heating in [3+3] dipolar cycloadditions reactions of cycloimmonium ylides is presented. For the obtained dimers, a tetrahydropyrazino-diphthalazine structure was assigned. The [3+3] dipolar cycloadditions occur in a highly cis selective fashion and ten new compounds (4a-j) were obtained.