The reaction of 1,2‐zwitterionic complexes of 2‐arylcyclopropane‐1,1‐dicarboxylates (ACDC), generated using gallium trichloride, with conjugated substituted diacetylenes was studied. The series of the substituted 1,1′‐binaphthalenes were obtained in yields up to… Click to show full abstract
The reaction of 1,2‐zwitterionic complexes of 2‐arylcyclopropane‐1,1‐dicarboxylates (ACDC), generated using gallium trichloride, with conjugated substituted diacetylenes was studied. The series of the substituted 1,1′‐binaphthalenes were obtained in yields up to 57%. The reaction occurs via a cascade addition/annulation/elimination pathway involving both triple bonds of conjugated diacetylenes. The regioselectivity of this process was studied, and it was shown that binaphthalenes formed exclusively as 1,1′‐regioisomers.
Journal Title: Asian Journal of Organic Chemistry
Year Published: 2025
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