14182-01-5Relevant articles and documents
Novel one-pot approach to synthesis of indanones Through Sb(V)-catalyzed reaction of phenylalkynes with aldehydes
Saito, Akio,Umakoshi, Masaharu,Yagyu, Naomi,Hanzawa, Yuji
, p. 1783 - 1785 (2008)
Catalytic SbF5 and the use of EtOH as an additive efficiently converted a mixture of phenylalkynes and aldehydes to indanone compounds in one pot, and the reaction stereoselectively afforded the corresponding 2,3-disubstituted indanones as a single trans-isomer.
Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes
Cinar, M. Emin,Engelen, Bernward,Panth?fer, Martin,Deiseroth, Hans-J?rg,Schlirf, Jens,Schmittel, Michael
, p. 813 - 824 (2016)
A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. Th
Palladium-Catalyzed Carbonylative Synthesis of α-Branched Enones from Aryl Iodides and Arylallenes
Geng, Hui-Qing,Hou, Chen-Yang,Wang, Le-Cheng,Wu, Xiao-Feng
, p. 1160 - 1163 (2020)
In this communication, an interesting carbonylation protocol for the preparation of α-branched enones has been established. Starting from readily available aryl iodides and allenes, with formic acid as the CO source and reductant, moderate to good yields of the desired enones were isolated. Although it is a carbonylation methodology, the use of a CO source can avoid the manipulation of CO gas directly. Notably, this procedure also presents the first example on carbonylative synthesis of α-branched enones.
Reactivity of β-stannylketones. Elimination vs. substitution
Murray, Ana Paula,Chopa, Alicia B.
, p. 388 - 390 (2000)
In the present work we report the results obtained in the reaction of β-stannylketones (I) with t-BuONa in dimethylsulfoxide (DMSO) and acetonitrile (ACN) as solvents. The reaction mechanisms probably involved are proposed.
Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol
Biswal, Priyabrata,Samser, Shaikh,Meher, Sushanta Kumar,Chandrasekhar, Vadapalli,Venkatasubbaiah, Krishnan
supporting information, p. 413 - 419 (2021/11/01)
One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.
Manganese(I) catalyzed cross-coupling of secondary allylic alcohols and primary alcohols
Pandia, Biplab Keshari,Pattanaik, Sandip,Gunanathan, Chidambaram
, (2021/11/01)
Cross-coupling of alcohols to value-added products by using sustainable catalytic reactions has gained attention in recent years. Isomerization of secondary allylic alcohol to the corresponding enolizable ketone is an atom economical and known transformation. Herein, a selective cross-coupling of secondary allylic alcohol and primary alcohol is reported to afford the corresponding α-alkenyl or alkylation products. These catalytic protocols proceed via acceptorless dehydrogenative coupling (ADC) or borrowing hydrogen (BH) strategies, which liberates water and/or hydrogen as the only byproducts. Highly abundant manganese-based pincer catalysts catalyze the reactions.
Substituent-Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa-Bridged Fused Heterocycles
Chang, Weixing,Kong, Jingyang,Li, Jing,Liu, Lingyan,Wang, Hongkai,Zeng, Tianlong
supporting information, p. 4024 - 4032 (2021/07/12)
Herein, we report substituent-controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2. Depending on the substituent on the chalcone, either spiroketals or oxa-bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen-containing heterocycles. (Figure presented.).
Organic nitrite donor as well as preparation method and medical application thereof
-
Paragraph 0071-0073, (2021/01/24)
The invention relates to the field of medicinal chemistry, in particular to an organic nitrite donor compound(structures shown in a general formula I and a general formula II)containing a 1nitromethyl2phenylethylene skeleton, a preparation method of the o
Design, Synthesis, and Biological Evaluation of Organic Nitrite (NO 2-) Donors as Potential Anticerebral Ischemia Agents
Wu, Jianbing,Yin, Wei,Huang, Zhangjian,Zhang, Yinqiu,Jia, Jian,Cheng, Huimin,Kang, Fenghua,Huang, Kai,Sun, Tao,Tian, Jide,Xu, Xiaojun,Zhang, Yihua
, p. 10919 - 10933 (2021/08/16)
The treatment of ischemic stroke (IS) remains a big challenge in clinics, and it is urgently needed to develop novel, safe, and effective medicines against IS. Here, we report the design, synthesis, and biological evaluation of organic NO2- donors as potential agents for the treatment of IS. The representative compound 4a was able to slowly generate low concentrations of NO2- by reaction with a thiol-containing nucleophile, and the NO2- was selectively converted into NO under ischemic/hypoxia conditions to protect primary rat neurons from oxygen-glucose deprivation and recovery (OGD/R)-induced cytotoxicity by enhancing the Nrf2 signaling and activating the NO/cGMP/PKG pathway. Treatment with 4a at 2 h before or after ischemia mitigated the ischemia/reperfusion-induced brain injury in middle cerebral artery occlusion (MCAO) rats by producing NO and enhancing Nrf2 signaling. Furthermore, 4a significantly promoted endothelial cell proliferation and angiogenesis within the ischemic penumbra. Our findings suggest that this type of NO2- donors, like 4a, may be valuable to fight IS and other ischemic diseases.
Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide
Matsumoto, Shoji,Marumoto, Hayato,Akazome, Motohiro,Otani, Yasuhiko,Kaiho, Tatsuo
, p. 590 - 599 (2021/03/29)
The selective reduction of ?,￠-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ￠ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ￠-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.
