50793-44-7Relevant academic research and scientific papers
Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process
Du, Chan,Fang, Jianghua,Fang, Yewen,Lei, Wan,Li, Yan,Liu, Yongjun
, p. 8502 - 8506 (2021/10/20)
Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.
Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes
Iakovenko, Roman,Hlavá?, Jan
supporting information, p. 440 - 446 (2021/01/28)
Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is
Sc(OTf)3-Catalyzed Diastereoselective Formal [3+2] Cycloaddition Reactions of Alkynylcyclopropane Ketones with Electron-Rich Aromatic Aldehydes to Yield 2,5-trans-Tetrahydrofurans
Zhang, Chi,Xu, Muyun,Ren, Jun,Wang, Zhongwen
, p. 2467 - 2478 (2016/06/01)
In contast to the general [4+2] cycloaddition reactions of alkynylcyclopropane ketones reported in the literature, we report herein a Sc(OTf)3-catalyzed formal intermolecular [3+2] cycloaddition reaction of alkynylcyclopropane ketones with elec
Chemoselective C-C bond cleavage of epoxide motifs: Gold(I)-catalyzed diastereoselective [4+3] cycloadditions of 1-(1-Alkynyl)oxiranyl ketones and nitrones
Wang, Tao,Zhang, Junliang
scheme or table, p. 86 - 90 (2011/03/20)
Cutting carbon! A novel facile strategy for the C-C bond cleavage of oxiranyl ketones has been developed. Carbophilic gold(I) activation of the alkyne side chain mediates a heterocyclization and subsequent C-C bond cleavage (see scheme).
New Derivatives of N-Vinyltriazoles: 1,3-Diaryl-3-(1H-1,2,4-triazol-1-yl)-2-propen-1-ones
Rekhter, M. A.,Grushetskaya, G. N.,Panasenko, A. A.,Krimer, M. Z.
, p. 792 - 796 (2007/10/03)
We have synthesized previously unknown N-vinyltriazoles: 1,3-diaryl-3-(1H-1,2,4-triazol-1-yl)-2-propen-1-ones.We discusss a hypothesis for a probable reaction mechanism.
Reaction of 4-amino-5-mercapto-1,2,4-triazoles with chalcone dibromides and α-bromochalcones
Holla, B Shivarama,K, Shridhara,Kalluraya, Balakrishna
, p. 672 - 675 (2007/10/02)
Four α-bromochalcones (2) have been condensed with some 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (3) in the presence of ethanolic KOH to yield hitherto unreported 6,8-diaryl-1,2,4-triazolothiadiazepines (4), whose structure has been established on the basis of analytical and spectral data.The chalcone dibromide (1) when treated with 4-amino-5-mercapto-1,2,4-triazoles (3) in the presence of triethylamine undergoes debromination to give the corresponding chalcones.
E1cB Elimination from 2-Halogeno-3-methoxy-1,3-diphenylpropan-2-ones
Cabaleiro, Mercedes C.,Garay, Raul O.
, p. 179 - 180 (2007/10/02)
Kinetic and stereochemical evidence has been obtained from the dehydromethoxylation of 2-halogeno-3-methoxy-1,3-diphenylpropan-2-ones with isopropoxide in isopropyl alcohol that is consistent with an E1cB reversible mechanism.The influence of the halogen both on the deprotonation rate and upon the methoxy-group expulsion has been evaluated.
