9-Stannafluorenes: 1,4-Dimetal Equivalents for Aromatic Annulation by Double Cross-Coupling


  • This work was supported by Grants-in-Aid for Creative Scientific Research (grant no. 16GS0209) from the Ministry of Education, Culture, Sports, Science, and Technology (Japan) and The Asahi Glass Foundation.


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Double or nothing! A straightforward and high-yielding approach to a variety of polycyclic aromatic hydrocarbons has been achieved through palladium-catalyzed annulation of 9,9-dimethyl-9-stannafluorenes and dithienostannole with 1,2-dihaloarenes (see scheme). In addition, 1,1-dibromo-1-alkenes can also be applied to this annulation to produce dibenzofulvenes in excellent yields.