Harnessing the versatility of hydrazones through electrosynthetic oxidative transformations

• Aurélie Claraz

Beilstein J. Org. Chem. 2024, 20, 1988–2004, doi:10.3762/bjoc.20.175

• the aromatic product 85, thereby regenerating the catalyst (Scheme 16) [61]. Given its abundance, stability, and low price, elemental sufur (S8) is an ideal source of sulfur atom to produce thiacycles [62]. In 2019, H.-T. Tang utilized this reagent in combination with (hetero)aromatic ketone-derived

• hydrazone through the in situ generation of iodonium as oxidant while the latter would facilitate the deprotonation of iodoammonium 162 and the elimination of HI from N-iodo intermediate 163. The best yields were obtained with aromatic ketone-derived hydrazones (Scheme 33) [83]. Conclusion Given the rich

Microfluidic light-driven synthesis of tetracyclic molecular architectures

• Javier Mateos,
• Nicholas Meneghini,
• Marcella Bonchio,
• Nadia Marino,
• Tommaso Carofiglio,
• Xavier Companyó and
• Luca Dell’Amico

Beilstein J. Org. Chem. 2018, 14, 2418–2424, doi:10.3762/bjoc.14.219

• manipulation involved the treatment of 4a with PhMgBr, converting the lactone moiety into the corresponding aromatic ketone. Product 8a formed in 71% yield without diastereoisomeric loss. Finally, LiAlH4 reduction of 4a furnished the bicyclic 1,3-diol 9a in quantitative yield, again without the need of

An alternative to hydrogenation processes. Electrocatalytic hydrogenation of benzophenone

• Cristina Mozo Mulero,
• Alfonso Sáez,
• Jesús Iniesta and
• Vicente Montiel

Beilstein J. Org. Chem. 2018, 14, 537–546, doi:10.3762/bjoc.14.40

• a more complex aromatic ketone dictated by the presence of two phenyl rings, in order to analyse fractional conversion and selectivity of formed products. Here, the main obtained product is diphenylmethanol (ketone conversion to alcohol) as a high added value product in chemical industry. Even

Synthesis and structures of ruthenium–NHC complexes and their catalysis in hydrogen transfer reaction

• Chao Chen,
• Chunxin Lu,
• Qing Zheng,
• Shengliang Ni,
• Min Zhang and
• Wanzhi Chen

Beilstein J. Org. Chem. 2015, 11, 1786–1795, doi:10.3762/bjoc.11.194

• substituents (Table 2, entries 3–8) and electron-donating groups (Table 2, entries 9 and 10), and the target product could be obtained in excellent yields (90–99%). Bulkier aromatic ketone benzophenone is also tested in this reaction with 92% and 94% conversion after 3 h (Table 2, entries 11 and 12). In

Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/[3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

• Carlos Vila,
• Jonathan Lau and
• Magnus Rueping

Beilstein J. Org. Chem. 2014, 10, 1233–1238, doi:10.3762/bjoc.10.122

• ), cyano (1d) or aromatic ketone (1e) were reacted with N-methylmaleimide (2a) and gave the corresponding products 3 in moderate to good yields. In addition, different N-substituted maleimides were tested under the optimized reaction conditions to give the corresponding products with good yields

Homogeneous and heterogeneous photoredox-catalyzed hydroxymethylation of ketones and keto esters: catalyst screening, chemoselectivity and dilution effects

• Axel G. Griesbeck and
• Melissa Reckenthäler

Beilstein J. Org. Chem. 2014, 10, 1143–1150, doi:10.3762/bjoc.10.114

• radicals is then dictated by diffusion kinetics (Scheme 7). The dilution experiments described in Table 5 indicate that the probability for pinacol formation is reduced by reducing the stationary concentration of the aromatic ketone. It was shown that hydroxymethyl radicals are formed from methanol during

Concise methods for the synthesis of chiral polyoxazolines and their application in asymmetric hydrosilylation

• Wei Jie Li,
• Zun Le Xu and
• Sheng Xiang Qiu

Beilstein J. Org. Chem. 2010, 6, No. 29, doi:10.3762/bjoc.6.29

• the linkers and the substituents present on the oxazoline rings on the yield and enantioselectivity investigated. Compound 2 was identified as the best ligand of this family for the hydrosilylation of aromatic ketones. Keywords: aromatic ketone; hydrosilylation; polyoxazoline; rhodium; synthesis

• . Calcd for C30H52N6O6: C, 60.79; H, 8.84; N, 14.18. Found: C, 60.58; H, 8.98; N, 14.02. General procedure for the rhodium-catalyzed hydrosilylation of aromatic ketones A mixture of polyoxazoline (0.04 mmol), [Rh(COD)Cl]2 (0.01 mmol) and aromatic ketone (2.0 mmol) in THF (5.0 mL) was stirred for 1 h at

• ambient temperature under a nitrogen atmosphere. After diphenylsilane (3.2 mmol) was added to the mixture at −5 °C, the reaction mixture was stirred at this temperature until the aromatic ketone was consumed. The reaction mixture was quenched with methanol (1.0 mL), then acidified with dilute hydrochloric