A Three-Step Process To Facilitate the Annulation of Polycyclic Aromatic Hydrocarbons
作者:Sara E. Martin、Matthew D. Streeter、Laurel L. Jones、Matthew S. Klepfer、Kyriakos Atmatzidis、Kristen D. Wille、Sean A. Harrison、Edward D. Hoegg、Heather M. Sheridan、Stephanie Kramer、Damon A. Parrish、Aaron W. Amick
DOI:10.1021/jo501576e
日期:2014.9.5
would be difficult to produce in an efficient manner. This method relies on a palladium-catalyzed cross-coupling reaction of various brominated PAHs with cyclohexanone to yield α-arylated ketones, which are converted to regiospecific vinyl triflates and cyclized by a palladium-catalyzed intramolecular arene–vinyl triflate coupling to produce PAHs with incorporated saturated rings or “tetrahydroindeno-annulated”
A New Suzuki−Heck-Type Coupling Cascade: Indeno[1,2,3]-Annelation of Polycyclic Aromatic Hydrocarbons
作者:Hermann A. Wegner、Lawrence T. Scott、Armin de Meijere
DOI:10.1021/jo020367h
日期:2003.2.1
Under palladium catalysis, o-bromobenzeneboronic acid can be coupled with 1-bromonaphthalene (6) and with oligocyclic bromoarenes to furnish indeno-annelated polycyclicaromatichydrocarbons 1-4 and 25 in a single operation in moderate to good yields (27-87%). Alternatively, o-dibromoarenes and 1,2-dibromocycloalkenes can be cross-coupled with 1-naphthaleneboronic acid under the same conditions to