Abstract

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Introduction: The gold-catalyzed benzannulation reaction of oxo-alkynes with alkenes or alkynes is one of the important and unique reactions in gold-catalyzed organic transformations.

Methods: In this manuscript, many facets of this reaction have been discussed concerning reactivity 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 intermediate formed during the reaction process.

Keywords: Gold, catalysis, benzannulation, quinolines, isoquinolines, Isobenzopyrylium salts.

Graphical Abstract