Introduction: The gold-catalyzed benzannulation reaction of oxo-alkynes with al-kenes or alkynes is one of the important and unique reactions in gold-catalyzed organic trans-formations. Methods: In this manuscript, many facets of this reaction have been discussed concerning reac-tivity and selectivity, along with a new self-benzannulation process. The scope of this chemistry was extended to construct a phenanthrene moiety. Results: In addition, a palladium-gold dual catalytic arylation of isobenzopyrylium salts using arene-diazonium salts as an aryl group source and a one-pot isoquinoline synthesis is reported for the first time. Conclusion: Moreover, a conductance measurement experiment was performed, which supports the formation of ionic species, most likely the isobenzopyrylium auric ate complex as an inter-mediate formed during the reaction process.