So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Nakamura, Itaru; Araki, Toshiharu; Zhang, Dong; Kudo, Yu; Kwon, Eunsang; Terada, Masahiro researched the compound: Chloro(1,5-cyclooctadiene)copper(I) dimer( cas:32717-95-6 ).Quality Control of Chloro(1,5-cyclooctadiene)copper(I) dimer.They published the article 《Regioselective Transformation of O-Propargylic Arylaldoximes to Four-Membered Cyclic Nitrones by Copper-Catalyzed Skeletal Rearrangement》 about this compound( cas:32717-95-6 ) in Organic Letters. Keywords: regioselective stereoselective preparation four membered cyclic nitrone; copper catalyst skeletal rearrangement propargylic arylaldoxime. We’ll tell you more about this compound (cas:32717-95-6).
(E)-O-Propargylic arylaldoximes were regioselectively converted, in the presence of copper catalysts, into their corresponding four-membered cyclic nitrones in good to excellent yields. E.g., in presence of [CuCl(cod)]2, reaction of (E)-O-propargylic arylaldoxime I gave 82% (E)-cyclic nitrone II. The reactions proceeded via a tandem [2,3]-rearrangement and 4π-electrocyclization of the N-allenylnitrone intermediate and involved cleavage of the carbon-oxygen bond.
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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider