63261-41-6Relevant academic research and scientific papers
Synthesis of Ketones by C?H Functionalization of Aldehydes with Boronic Acids under Transition-Metal-Free Conditions
Roscales, Silvia,Csáky, Aurelio G.
supporting information, p. 8728 - 8732 (2021/03/16)
A method for the synthesis of ketones from aldehydes and boronic acids via a transition-metal-free C?H functionalization reaction is reported. The method employs nitrosobenzene as a reagent to drive the simultaneous activation of the boronic acid as a boronate and the activation of the C?H bond of the aldehyde as an iminium species that triggers the key C?C bond-forming step via an intramolecular migration from boron to carbon. These findings constitute a practical, scalable, and operationally straightforward method for the synthesis of ketones.
N-Heterocyclic Carbene Catalyzed Synthesis of Trisubstituted Epoxides via Tandem Amidation/Epoxidation Sequence
Devi, E. Sankari,Pavithra, Thangavel,Tamilselvi,Nagarajan, Subbiah,Sridharan, Vellaisamy,Maheswari, C. Uma
supporting information, p. 3576 - 3580 (2020/04/20)
A tandem amidation/epoxidation sequence between various substituted chalcones and N,N-dimethylformamide (DMF) for the synthesis of trisubstituted epoxides employing N-heterocyclic carbene catalysis was developed. This reaction was performed under metal-free conditions in the presence of tert-butyl hydroperoxide (TBHP) as the oxidant. Trisubstituted epoxides bearing a ketone and an amide functionality (N,N-dimethyl formyl group) were synthesized starting from a wide range of chalcones in moderate to good yields with excellent diastereoselectivity.
Asymmetric transfer hydrogenation of cycloalkyl vinyl ketones to allylic alcohols catalyzed by ruthenium amido complexes
Liu, Sensheng,Cui, Peng,Wang, Juan,Zhou, Haifeng,Liu, Qixing,Lv, Jinliang
supporting information, p. 264 - 267 (2019/01/10)
A chemoselective 1,2-reduction of cycloalkyl vinyl ketones via asymmetric transfer hydrogenation is described. The reduction proceeded smoothly with a chiral diamine ruthenium complex as a catalyst and a HCOOH-NEt3 azeotrope as both a hydrogen source and solvent under mild conditions. A wide range of 1-cycloalkyl chiral allylic alcohols were obtained in good yields and up to 87% ee. It was found that the alkyl group plays an important role in the enantioselectivity.
Silver(i)-catalysed carboxylative cyclisation of primary propargylic amines in neat water using potassium bicarbonate as a carboxyl source: An environment-friendly synthesis of: Z -5-alkylidene-1,3-oxazolidin-2-ones
Qin, Jian-Feng,Wang, Bing,Lin, Guo-Qiang
supporting information, p. 4656 - 4661 (2019/09/09)
Herein, we report a mild and environment-friendly synthesis of Z-5-alkylidene-2-oxazolidinones in neat water, using a low loading (2 mol%) of silver carbonate as a catalyst. Instead of pressurised gaseous carbon dioxide, potassium bicarbonate was used as the source of carboxyl. An interesting solvent effect and a C-N cleavage side reaction with a 6-endo-dig mechanism are also discussed.
Palladium-Catalyzed Cleavage of α-Allenylic Aryl Ether toward Pyrazolemethylene-Substituted Phosphinyl Allenes and Their Transformations via Alkenyl C-P(O) Cleavage
Zhu, Jie,Mao, Mao,Ji, Huan-Jing,Xu, Jiang-Yan,Wu, Lei
supporting information, p. 1946 - 1949 (2017/04/28)
A palladium-catalyzed two-component coupling of allenylphosphine oxides with conjugated N-tosylhydrazones is revealed. For the first time, the cleavage of α-allenylic aryl ether toward pyrazolemethylene-substituted phosphinyl allenes enabled facile synthesis of combined motifs with pyrazole and allene. Moreover, the obtained adducts could be easily transformed to potential bioactive multifunctionalized phosphinates via a novel alkenyl C-P(O) cleavage.
Transition-Metal-Free Self-Hydrogen-Transferring Allylic Isomerization
Zheng, Hong-Xing,Xiao, Zu-Feng,Yao, Chuan-Zhi,Li, Qiang-Qiang,Ning, Xiao-Shan,Kang, Yan-Biao,Tang, Yong
supporting information, p. 6102 - 6105 (2016/01/09)
Phenanthroline and tert-butoxide have been established as powerful radical initiators in reactions such as the SRN1-type coupling reactions due to the cooperation of large heteroarenes and a special feature of tert-butoxide. The first phenanthroline-tert-butoxide-catalyzed transition-metal-free allylic isomerization is described. The resulting ketones are key intermediates for indenes. The control experiments rule out the base-promoted allylic anion pathway. The radical pathway is supported by experimental evidence that includes kinetic study, kinetic isotope effect, isotope-labeling experiments, trapping experiments, and EPR experiments.
An efficient direct-aldol addition of methyl ketones with aldehydes promoted by MgI2 etherate
Liu, Yingshuai,Shen, Hangzhou,Zhang, Xingxian
, p. 111 - 115 (2013/03/13)
Direct aldol addition of ketones with aromatic aldehydes and vinyl aldehyde was carried out efficiently in the presence of MgI2 etherate and Et3N using untreated reagent grade CH2Cl2 under atmospheric conditions in a mild, efficient and highly chemoselective manner. Iodide counterion and non-coordinating reaction media (i.e., CH 2Cl2) are among the critical factors for the unique reactivity of this reaction system.
Synthesis and biological evaluation of novel pyrazoline derivatives as anti-inflammatory and antioxidant agents
Khalil, Nadia A.,Ahmed, Eman M.,El-Nassan, Hala B.,Ahmed, Osama K.,Al-Abd, Ahmed M.
body text, p. 995 - 1002 (2012/10/08)
A series of novel 5-aryl-3-cyclopropyl-4,5-dihydropyrazole derivatives 2a-p were synthesized via cyclization of chalcones 1a-h with thiosemicarbazide or semicarbazide HCl and evaluated as anti-inflammatory/antioxidant agents. The structures were confirmed
Synthesis and antimicrobial evaluation of some heterocyclic chalcone derivatives
Hamada, Nagwa Mohamed Mahrous,Sharshira, Essam Mohamed
experimental part, p. 2304 - 2312 (2011/05/07)
Some new heterocyclic compounds containing isoxazole, pyrazole and oxadiazole ring systems were prepared from various chalcones. The synthesized compounds have been characterized by elemental analysis and spectral methods. These compounds were screened fo
Synthesis and in vitro antimicrobial activity of some pyrazolyl-1- carboxamide derivatives
Sharshira, Essam Mohamed,Mahrous Hamada, Nagwa Mohamed
experimental part, p. 7736 - 7745 (2011/11/04)
A series of 3,5-disubstituted pyrazole-1-carboxamides were obtained by treatment of chalcones with semicarbazide hydrochloride in dioxane containing sodium acetate/acetic acid as a buffer solution. N-acetyl derivatives of pyrazole-1-carboxamides were isol
