BiX<sub>3</sub>‑Mediated Hydrohalogenations\nof HDDA Benzynes: An Approach to Polycyclic Aryl Halides

Here we demonstrate the hydrohalogenation reactions of\n HDDA benzynes\npromoted by BiX<sub>3</sub> reagents for the generation of complex\naryl halides. All three bismuth(III) halides can act as the source\nfor their respective halides, i.e., Cl<sup>–</sup> or Br<sup>–</sup> or I<sup>–</sup>. The regiochemical preference\nfor hydrohalogenation is dependent on the nature of the substituent\npresent at the diyne terminus but neither on the linker nor on the\nBiX<sub>3</sub> reagent. The substrate scope for this transformation\nis broad in terms of the tethers A-B-C and the substituents R<sup>1</sup> and R<sup>2</sup>.