Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1266246 | Ultrasonics Sonochemistry | 2012 | 4 Pages |
A comparative study, ultrasound (US) versus microwave (MW) versus conventional thermal heating (TH), for synthesis of isoindolo-1,2-diazine is described. The reaction pathway is fast, efficient and straight applicable, involving a Huisgen [3 + 2] dipolar cycloaddition of cycloimmonium ylides to 1,4-naphthoquinone. A feasible reaction mechanism for the obtaining of the fully aromatized tetra- and penta- cyclic isoindolo-1,2-diazine is presented. Under US irradiation the yields are much higher (sometimes substantially, by almost double), the reaction time decreases substantially, the reaction conditions are milder. The use of a generator with a higher nominal power induces higher yields and short reaction times. Overall the use of US it proved to be more efficient than MW or TH. A feasible explication for US efficiency is presented.
Graphical abstractA comparative study, ultrasound (US) versus microwave (MW) versus conventional thermal heating (TH), for synthesis of isoindolo-1,2-diazine is described.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A fast, efficient and straight method for synthesis of isoindolo-1,2-diazine is described. ► Synthesis was performed under ultrasound (US), microwave and conventional thermal heating. ► Under US irradiation the yields are much higher and the reaction conditions are milder. ► A feasible explication for US efficiency is presented.