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Short Paper | Regular issue | Vol 92, No. 9, 2016, pp.1665-1673
Published online, 5th July, 2016
DOI: 10.3987/COM-16-13495
Skeletal Transformation of 2a,8b-Dihydrobenzo[b]cyclobute[d]pyran-3-ones into Dihydrodibenzofurans

Toru Tanaka, Masaki Nagahama, Navnath Dnyanoba Yadav, Hiroki Iwasaki, Minoru Ozeki, Naoto Kojima, and Masayuki Yamashita*

*Kyoto Pharmaceutical University, 5 Misasagi-Nakauchi, Yamashina, Kyoto, Japan


Using dimethylsulfoxonium methylide as the methylene-transfer reagent, 8-methoxy-2a,8b-dihydrobenzo[b]cyclobute[d]pyran-3-ones were exclusively converted into the corresponding dihydrodibenzofuran derivatives. The use of a methoxy group as the substituent and its position are crucial to the success of this transformation.