99334-89-1Relevant academic research and scientific papers
Copper-Promoted Synthesis of 2-Fulleropyrrolines via Heteroannulation of [60]Fullerene with α-Amino Ketones
Jiang, Sheng-Peng,Wu, Qing-Hua,Wang, Guan-Wu
, p. 10823 - 10829 (2017)
A Cu(OAc)2-promoted heteroannulation of [60]fullerene with α-amino ketones has been exploited for the efficient synthesis of 2-fulleropyrrolines containing a trisubstituted or tetrasubstituted C=C bond via the formation of C-C and C-N bonds. Mechanistic study indicates that a radical process should be involved in this transformation. Furthermore, theoretical computations show that the process via the attack of the carbon radical generated from the employed α-amino ketone to [60]fullerene should be the preferred pathway. The electrochemical properties of the synthesized 2-fulleropyrrolines have also been investigated.
Palladium-catalyzed tandem oxidative annulation of α-amino ketones leading to 2-aroylindoles
Jiang, Tao-Shan,Dai, Long,Zhou, Yuhui,Zhang, Xiuli
, (2020/01/08)
A simple synthesis of 2-aroylindoles via palladium-catalyzed tandem oxidative annulation directly from α-amino ketones has been developed. In this transformation, two-step reaction including oxidation of α-amino aetones to generate imine intermediates and
Nitrosobenzene-mediated C-C bond cleavage reactions and spectral observation of an oxazetidin-4-one ring system
Payette, Joshua N.,Yamamoto, Hisashi
supporting information; scheme or table, p. 12276 - 12278 (2009/02/05)
While bond formation processes have traditionally garnered the attention of the chemical community, methods facilitating bond breaking remain relatively undeveloped. We report a novel, transition-metal-free oxidative C-C bond cleavage process for a broad range of ester and dicarbonyl compounds involving carbanion addition to nitrosobenzene. ReactIR experiments on the nitrosobenzene-mediated oxidative decarboxylation of esters indicate the reaction proceeds via fragmentation of a previously unobserved oxazetidin-4-one heterocycle, characterized by an intense IR stretching frequency at 1846 cm-1. These mechanistic studies have allowed further expansion of this protocol to ketone cleavage reactions of a diverse array of β-ketoester and 1,3-diketone substrates. The conceptual and mechanistic insights offered by this study are likely to provide a platform for further development of bond-breaking methodologies. Copyright
Rearrangement during halogenation of 2-hydroxy-1,2-diphenylpropan-1-one (α-methylbenzoin)
Aitken, Kati M.,Alan Aitken
, p. 5217 - 5220 (2008/09/21)
The reaction of 2-hydroxy-1,2-diphenylpropan-1-one 1 with SOCl2 or PBr3 gives, respectively, the 3-chloro- and 3-bromo-1,2-diphenylpropan-1-ones 4 and 6. The expected 2-chloro- and 2-bromo-1,2-diphenylpropan-1-ones 2 and 5 can, howev
