TY - JOUR
T1 - Adition of 2-oxazolidinones to arylidenecyclopropanes
T2 - A highly efficient method for the preparation of GEM-aryl disubstituted homoallylic oxazolidinones
AU - Siriwardana, Amal I.
AU - Kathriarachchi, Kalum K.A.D.S.
AU - Nakamura, Itaru
AU - Yamamoto, Yoshinori
PY - 2005/12/31
Y1 - 2005/12/31
N2 - 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°C, giving the corresponding homoallylic oxazolidinones (3a, 3b, and 3d) in 89, 80, and 58% yields, respectively.
AB - 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°C, giving the corresponding homoallylic oxazolidinones (3a, 3b, and 3d) in 89, 80, and 58% yields, respectively.
UR - https://www.scopus.com/pages/publications/33646877876
U2 - 10.3987/COM-05-S(K)28
DO - 10.3987/COM-05-S(K)28
M3 - Article
AN - SCOPUS:33646877876
SN - 0385-5414
VL - 66
SP - 333
EP - 339
JO - Heterocycles
JF - Heterocycles
IS - 1
ER -