176956-41-5Relevant academic research and scientific papers
Synthesis of 2,5-diaryl-3-halofurans via regioselective ring cleavage of aryl 3-aryl-2,2-dihalocyclopropyl ketones
Tanabe, Yoo,Wakimura, Ken-Ichi,Nishii, Yoshinori,Muroya, Yukari
, p. 388 - 392 (2007/10/03)
Several aryl 3-aryl-2,2-dihalocyclopropyl ketones were converted to 2,5-diaryl-3-halofurans in the presence of aluminum chloride via regioselective gem-dihalocyclopropane ring-cleavage. Friedel-Crafts acylation of substituted benzenes with 3-aryl-2,2-dihalocyclopropanecarbonyl chlorides followed by this furan formation also proceeded in a one-pot manner. For functionalization, bromine on a furan ring was easily replaced by methyl and carboxyl groups; lithiation using butyllithium followed by the treatment with iodomethane and carbon dioxide, respectively.
