150908-00-2Relevant academic research and scientific papers
Construction of Tricyclic Nitrogen Heterocycles by a Gold(I)-Catalyzed Cascade Cyclization of Allenynes and Application to Polycyclic π-Electron Systems
Arichi, Norihito,Fukazawa, Aiko,Ikeuchi, Takaya,Inuki, Shinsuke,Komatsu, Hiroki,Ohno, Hiroaki,Oishi, Shinya,Tsuno, Hitomi,Yasui, Kosuke
supporting information, p. 27019 - 27025 (2021/11/27)
A novel approach to the direct construction of tricyclic nitrogen heterocycles based on gold-catalyzed cascade cyclization of aminoallenynes is described. The expected biscyclization reaction of hydroxyisobutyryl-protected aminoallenynes was efficiently promoted by a catalytic amount of BrettPhosAuNTf2 in the presence of iPrOH to produce 1,2-dihydrobenzo[cd]indole derivatives in good yields. When the reaction was combined with Friedel–Crafts acylation or palladium-catalyzed N-arylation, the resulting tricyclic products were efficiently converted into nitrogen-containing polycyclic aromatic compounds (N-PACs) with highly conjugated π-electron systems. A newly obtained hexacyclic indolium salt showed characteristic concentration-dependent absorption and emission properties.
Copper(I)-Induced Halogen-Hydrogen Exchange of 2-Halogenoanilines
Liedholm, Brita
, p. 701 - 705 (2007/10/02)
The copper(I)-induced halogen-hydrogen exchange in the 2-position of 2,3-dibromoaniline, 2,3-dibromo-5-methylaniline, 2,3-dibromo-5-chloroaniline and 3-bromo-2-iodoaniline has been studied in acetic acid, ethanol and chlorobenzene media with a hydrochloric acid content of 0.56 mol dm-3.The CuX32- complexes used in the reduction reaction are (CH3Ph3P+)2CuBr32-, (CH3PH3P+)2CuI32-, (NH4+)2CuBr32- and (NH4+)2CuCl32-. (C4H9)4N+ CuCl2- and NH4+ CuBr2- have also been tested in the same media.The reduction rate increases with the size of the Cu(I)-complex.
