TY - JOUR
T1 - Ring-expansion reaction of oximes with aluminum reductants
AU - Cho, Hidetsura
AU - Iwama, Yusuke
AU - Mitsuhashi, Nakako
AU - Sugimoto, Kenji
AU - Okano, Kentaro
AU - Tokuyama, Hidetoshi
PY - 2012/6
Y1 - 2012/6
N2 - The ring-expansion reactions of heterocyclic ketoximes and carbocyclic ketoximes with several reductants such as AlHCl 2, AlH 3 (alane), LiAlH 4, LiAlH(OtBu) 3, and (MeOCH 2CH 2O) 2AlH 2Na (Red-Al) were examined. Among reductants, AlHCl 2 (LiAlH 4:AlCl 3 = 1:3) in cyclopentyl methyl ether (CPME) has been found to be a suitable reagent for the reaction, and the rearranged cyclic secondary amines were obtained in good to excellent yields.
AB - The ring-expansion reactions of heterocyclic ketoximes and carbocyclic ketoximes with several reductants such as AlHCl 2, AlH 3 (alane), LiAlH 4, LiAlH(OtBu) 3, and (MeOCH 2CH 2O) 2AlH 2Na (Red-Al) were examined. Among reductants, AlHCl 2 (LiAlH 4:AlCl 3 = 1:3) in cyclopentyl methyl ether (CPME) has been found to be a suitable reagent for the reaction, and the rearranged cyclic secondary amines were obtained in good to excellent yields.
KW - Aluminum reductant
KW - Cyclopentyl methyl ether (CPME)
KW - Dichloroaluminum hydride (AlHCl )
KW - Rearrangement of oxime
KW - Ring-expansion of oxime
UR - http://www.scopus.com/inward/record.url?scp=84862992825&partnerID=8YFLogxK
U2 - 10.3390/molecules17067348
DO - 10.3390/molecules17067348
M3 - 学術論文
C2 - 22699568
AN - SCOPUS:84862992825
SN - 1420-3049
VL - 17
SP - 7348
EP - 7355
JO - Molecules
JF - Molecules
IS - 6
ER -