1092071-91-4Relevant academic research and scientific papers
Lewis acid catalyzed cascade reactions of diarylvinylidenecyclopropanes and 1,1,3-triarylprop-2-yn-1-ols or their methyl ethers
Shi, Min,Yao, Liang-Feng
supporting information; experimental part, p. 8725 - 8731 (2009/10/10)
The reactions of vinylidenecyclopropanes 1 with 1,1,3-triarylprop2-yn-1-ols or their methyl ethers 2 in the presence of a Lewis acid selectively produce 4-dihydro-1 H-cyclopenta[b]-naphthalene derivatives 3 or 1,2,3,8- tetrahydrocyclopenta[α]indene derivatives 4 depending on the substituents on the cyclopropane. Good to high yields are obtained under mild conditions. A plausible cascade Meyer-Schuster rearrangement and Friedel-Crafts reaction mechanism has been proposed. Moreover, novel functionalized methylenecyclobutene derivatives 5 could also be obtained in moderate to good yields under similar conditions when strongly electron-donating methoxy groups were introduced into the benzene rings of 2.
