The copper-catalyzed reaction of arylidenecyclopropanes (1) with 2-oxazolidinone (2) gave the corresponding homoallylic oxazolidinones (3) in good to high yields. For example, the reaction of diphenylmethylenecyclopropane (1a), bis(p-tolyl)methylenecyclopropane (1b), and bis(p-anisyl)methylene cyclopropane (1d) in the presence of 10 mol of Cu(OTf)(2) without solvent proceeded at 120 degrees C, giving the corresponding homoallylic oxazolidinones (3a, 3b, and 3d) in 89, 80, and 58 yields, respectively.
|Pages (from-to)||333 - 339|
|Number of pages||7|
|Publication status||Published - 2005|
Siriwardana, A. I., Kathriarachchi, K. K. A. D. S., Nakamura, I., & Yamamoto, Y. (2005). Addition of 2-oxazolidinones to arylidenecyclopropanes: A highly efficient method for the preparation of gem-aryl disubstituted homoallylic oxazolidinones. Heterocycles, 66, 333 - 339.