1228682-67-4Relevant academic research and scientific papers
Copper-catalyzed cycloisomerization of unactivated allene-tethered O-propargyl oximes: A domino reaction sequence toward the synthesis of hexahydropyrrolo[3,4- b]azepin-5(4 H)-ones
Nikbakht, Ali,Amiri, Kamran,Khosravi, Hormoz,Zhou, Yirong,Balalaie, Saeed,Breit, Bernhard
supporting information, p. 3343 - 3348 (2021/05/07)
A novel copper-catalyzed cycloisomerization of unactivated allene-tethered O-propargyl oximes has been developed for the synthesis of hexahydropyrrolo[3,4-b]azepin-5(4H)-ones. This one-pot domino reaction proceeds via a [2,3]-sigmatropic rearrangement, a
Copper-catalyzed skeletal rearrangement of o -propargylic aryloximes into four-membered cyclic nitrones - Chirality transfer and mechanistic insight
Nakamura, Itaru,Kudo, Yu,Araki, Toshiharu,Zhang, Dong,Kwon, Eunsang,Terada, Masahiro
supporting information; experimental part, p. 1542 - 1550 (2012/06/18)
Copper-catalyzed skeletal rearrangement of O-propargylic aryloximes (E)-1 were carried out to afford the corresponding four-membered cyclic nitrones 2 in good to excellent yields. The optimal reactions conditions of the highly regioselective reactions inv
Copper-catalyzed tandem [2,3]-Rearrangement and 6π-3-Azatriene electrocyclization in (E) -O -Propargylic α,β-Unsaturated oximes
Nakamura, Itaru,Zhang, Dong,Terada, Masahiro
supporting information; experimental part, p. 7884 - 7886 (2010/07/16)
Cu-catalyzed cyclizations of (E)-O-propargylic oximes of α,β-unsaturated aldehydes were successfully carried out to afford the corresponding pyridine oxides in good to high yields. As an example, (E)-acrylaldehyde O-1,3-diphenylprop-2-ynyl oxime (1b) was reacted for 5 h in the presence of CuBr(PPh3)3 (10 mol %) and PPh3 (10 mol %) in DMSO at 120 C to afford 3-benzyl-2-phenylpyridine-N-oxide (2b) in 84% yield. In this case, the reaction proceeded via Cu-catalyzed propargyl oxime-allenyl nitrone rearrangement followed by 6-3-azatriene electrocyclization.
