With the optimized conditions in hands, we investigated the scope of the [3+ 2] cycloaddition (Scheme 2A). With naphthalene as aromatic moiety, product 2c was obtained in 68% yield. We did not observe the formation of dearomatized products in contrast to previous reports on the dearomative cyclization of naphthyl alkyl ketones and olefins. We speculate that the dimethyl-substituent on the cyclopropane would stabilize the biradical intermediate, favoring the ring-opening pathway over the cyclization on the naphthyl ring. Starting from substrate bearing a methyl group at the ortho aryl position resulted in a lower yield of 45% (product 2d). Ortho-substituents can affect the conjugation between carbonyl groups and aromatic systems, leading to a destabilized biradical intermediate. An electron donating methoxy group on the phenyl ring delivered product 2e with a lower yield than substrate 1f with an electron withdrawing fluoride group. Mono-substituted cyclopropanes could also be used in this transformation, but led to lower yields (products 2g and 2h). The reaction could be also applied to synthesize spiro [4.3]octene and spiro [4.5]decene products 2i and 2j from the corresponding cyclopropanes. We then investigated the scope of aromatic acetylenes (Scheme 2B). In order to obtain full conversion, 5 equivalents of alkyne were required with dimethyl-substituted cyclopropane 1a (products 2k,m,o), but only 1.5 or 2 equivalents were enough with cyclopropane 1b having a diester group (products 2l,n,p-r). In addition, higher yields were obtained with 1b. The reaction was successful with both electron-donating and electron-withdrawing substituents on the arene (products 2k-q). Ethynylthiophene yielded 81% of product 2r. With an internal alkyne, only 20% of product was observed in the NMR of the crude mixture after 48 hours of reaction time. Aliphatic alkynes are not working in this reaction.