Synthesis of Angular Polycyclic Aromatic Molecules via Rh(III)-Catalyzed C-H Annulation of Nitrones with Cyclic 2-Diazo-1,3-diones

We herein disclose a simple and general method for the synthesis of chromendiones through Rh(III)-catalyzed C-H functionalization/annulation reactions of nitrones with cyclic 2-diazo-1,3-diones by using nitrone group as a traceless directing group. This method exhibits high efficiency and broad functional group compatibility. The derivatization of these chromendiones has been also demonstrated to further strengthen the synthetic utility of the transformation. image

Automated summary

We have disclosed a simple and general method for the synthesis of chromendiones through Rh(III)-catalyzed C-H functionalization/annulation reactions of nitrones with cyclic 2-diazo-1,3-diones by using nitrones as a traceless directing group. This method shows high efficiency and wide functional group compatibility. The derivatization of these chromendiones has also been demonstrated to enhance the synthetic utility of the transformation.