TY - JOUR
T1 - Ruthenium-Catalyzed Oxidant-Free Allylation of Aromatic Ketoximes with Allylic Acetates at Room Temperature
AU - Manikandan, Rajendran
AU - Madasamy, Padmaja
AU - Jeganmohan, Masilamani
N1 - Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
PY - 2015/9/1
Y1 - 2015/9/1
N2 - Substituted aromatic ketoximes reacted efficiently with allylic acetates in the presence of {[RuCl2(p-cymene)]2} and AgSbF6 in 1,2-dichloroethane at ambient temperature, providing ortho-allyl aromatic ketoximes in a highly regioselective manner without an oxidant. In the reaction, the acetate group of allyl acetate acts as a base to activate the C-H bond of aromatics. Later, ortho-allyl aromatic ketoximes were converted into ortho-allyl aromatic ketones in the presence of HCl. Substituted aromatic ketoximes reacted efficiently with allylic acetates in the presence of [{RuCl2(p-cymene)}2] and AgSbF6 in 1,2-dichloroethane at ambient temperature, providing ortho-allyl aromatic ketoximes in a highly regioselective manner without an oxidant. In the reaction, the acetate group of allyl acetate acts as a base to activate the C-H bond of aromatics. Later, ortho-allyl aromatic ketoximes were converted into ortho-allyl aromatic ketones in the presence of HCl.
AB - Substituted aromatic ketoximes reacted efficiently with allylic acetates in the presence of {[RuCl2(p-cymene)]2} and AgSbF6 in 1,2-dichloroethane at ambient temperature, providing ortho-allyl aromatic ketoximes in a highly regioselective manner without an oxidant. In the reaction, the acetate group of allyl acetate acts as a base to activate the C-H bond of aromatics. Later, ortho-allyl aromatic ketoximes were converted into ortho-allyl aromatic ketones in the presence of HCl. Substituted aromatic ketoximes reacted efficiently with allylic acetates in the presence of [{RuCl2(p-cymene)}2] and AgSbF6 in 1,2-dichloroethane at ambient temperature, providing ortho-allyl aromatic ketoximes in a highly regioselective manner without an oxidant. In the reaction, the acetate group of allyl acetate acts as a base to activate the C-H bond of aromatics. Later, ortho-allyl aromatic ketoximes were converted into ortho-allyl aromatic ketones in the presence of HCl.
KW - C-H activation
KW - allylation
KW - allylic compounds
KW - ketoximes
KW - ruthenium
UR - http://www.scopus.com/inward/record.url?scp=84941801849&partnerID=8YFLogxK
U2 - 10.1002/chem.201502284
DO - 10.1002/chem.201502284
M3 - Article
AN - SCOPUS:84941801849
VL - 21
SP - 13934
EP - 13938
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 40
ER -