Cycloaddition Cascades of Strained Alkynes and Oxadiazinones

Abstract We report a computational and experimental study of the reaction oxadiazinones strained alkynes to give polycyclic aromatic hydrocarbons (PAHs). The proceeds by way pericyclic cascade leads formation four new carbon−carbon bonds. Using M06‐2X DFT calculations, we interrogate several mechanistic aspects reaction, such as why use non‐aromatic can be used access unsymmetrical PAHs, whereas arynes in methodology symmetrical PAHs. In addition, studies enable rapid synthesis including tetracene pentacene scaffolds. These not only provide fundamental insight regarding aforementioned cycloaddition cascades synthetic PAH scaffolds, but are also expected materials.