2001-28-7Relevant articles and documents
MAGNETIC AND MICELLAR EFFECTS IN PHOTOREACTIONS. (13)C NMR DETERMINATION OF SELECTIVE (13)C ENRICHMENT IN A DIBENZYL KETONE PHOTOPRODUCT.
Turro, N. J.,Chung, C.-J.,Lawler, R. G.,Smith, W. J.
, p. 3223 - 3226 (1982)
The photolysis of dibenzyl ketone (DBK) in micellar solution results in formation of 1-phenyl-4-methyl acetophenone (PMAP) as a minor product; quantitative integration of the (13)C NMR spectrum of PMAP produced by photolysis of DBK in micellar solution de
High-throughput photocapture approach for reaction discovery
Bayly, Alison A.,McDonald, Benjamin R.,Mrksich, Milan,Scheidt, Karl A.
, p. 13261 - 13266 (2020)
Modern organic reaction discovery and development relies on the rapid assessment of large arrays of hypothesis-driven experiments. The time-intensive nature of reaction analysis presents the greatest practical barrier for the execution of this iterative process that underpins the development of new bioactive agents. Toward addressing this critical bottleneck, we report herein a high-throughput analysis (HTA) method of reaction mixtures by photocapture on a 384-spot diazirine-terminated self-assembled monolayer, and selfassembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS) analysis. This analytical platform has been applied to the identification of a single-electron-promoted reductive coupling of acyl azolium species.
Iron-Catalyzed Enantioselective Radical Carboazidation and Diazidation of α,β-Unsaturated Carbonyl Compounds
Dong, Shunxi,Feng, Xiaoming,He, Jun,Liu, Wen,Liu, Xiaohua,Pu, Maoping,Wu, Yun-Dong,Zhang, Tinghui
, p. 11856 - 11863 (2021/08/16)
Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to install a C-N3 bond, remains challenging due to the inherently instability and unique structure of radicals. Here, we disclose an efficient enantioselective radical carboazidation and diazidation of α,β-unsaturated ketones and amides catalyzed by chiral N,N′-dioxide/Fe(OTf)2 complexes. An array of substituted alkenes was transformed to the corresponding α-azido carbonyl derivatives in good to excellent enantioselectivities, benefiting the preparation of chiral α-amino ketones, vicinal amino alcohols, and vicinal diamines. Control experiments and mechanistic studies proved the radical pathway in the reaction process. The DFT calculations showed that the azido transferred to the radical intermediate via an intramolecular five-membered transition state with the internal nitrogen of the Fe-N3 species.
Aerobic oxygenation of α-methylene ketones under visible-light catalysed by a CeNi3complex with a macrocyclic tris(salen)-ligand
Fujiwara, Sakiko,Kon, Yoshihiro,Mashima, Kazushi,Nagae, Haruki,Okuda, Jun,Sakamoto, Kazutaka,Sato, Kazuhiko,Schindler, Tobias
supporting information, p. 11169 - 11172 (2021/11/04)
A hetero-tetranuclear CeNi3 complex with a macrocyclic ligand catalysed the aerobic oxygenation of a methylene group adjacent to a carbonyl group under visible-light radiation to produce the corresponding α-diketones. The visible-light induced homolysis of the Ce-O bond of a bis(enolate) intermediate is proposed prior to aerobic oxygenation.
