Build-up of double carbohelicenes using nitroarenes: dual role of the nitro functionality as an activating and leaving group
作者:Fulin Zhou、Fujian Zhou、Rongchuan Su、Yudong Yang、Jingsong You
DOI:10.1039/d0sc02058c
日期:——
streamlined and simplified synthetic route to double carbohelicenes starting from nitroarenes through sequential nitro-activated ortho-C–H arylation, denitrative alkenylation and intramolecular cyclodehydrogenation. In this synthetic strategy, the nitro group plays a dual role namely as a leaving group for the denitrative alkenylation and as an activating group for ortho-C–H arylation, which is distinct
systematic generation of arynes bearing π-extended systems. Diels-Alder reactions of these arynes with isobenzofurans afforded the corresponding cycloadducts whose reductive aromatisation in an SnCl2 /HBr system furnished fully aromatised benzotriphenylenes. In addition, oxidative aryl-aryl coupling (the Scholl reaction) of these benzotriphenylenes facilitated the synthesis of 'half HBCs' (hexabenzocoronenes)
Rhodaelectrocatalysis for Annulative C−H Activation: Polycyclic Aromatic Hydrocarbons through Versatile Double Electrocatalysis
作者:Wei‐Jun Kong、Lars H. Finger、João C. A. Oliveira、Lutz Ackermann
DOI:10.1002/anie.201901565
日期:2019.5.6
Rapid access to structurally diversified polycyclic aromatic hydrocarbons (PAHs) in a controlled manner is of key significance in materials sciences. Herein, we describe a strategy featuring two distinct electrocatalytic C−H transformations for the synthesis of novel nonplanar PAHs. The combination of rhodaelectrooxidative C−H activation/[2+2+2] alkyne annulation of easily accessible boronic acids with