100-27-6Relevant articles and documents
Zinc-catalyzed chemoselective reduction of esters to alcohols
Das, Shoubhik,Moeller, Konstanze,Junge, Kathrin,Beller, Matthias
, p. 7414 - 7417 (2011)
Economical alcohols! A general and chemoselective catalytic reduction of esters to alcohols using inexpensive zinc acetate and silanes has been developed. The operational simplicity and the high functional group tolerance, without the need for protecting and deprotecting steps, make this procedure particularly attractive for organic synthesis. Copyright
A Mild Oxidation of Aromatic Amines
Webb, Kevin S.,Seneviratne, Viran
, p. 2377 - 2378 (1995)
Several primary aromatic amines have been converted to the corresponding nitro compounds in good yields.The oxidant was oxone (potassium peroxymonosulfate) and the reactions were performed in 5 to 20percent aqueous acetone and buffered with sodium bicarbonate.
Electrochemically induced titanocene-mediated reductive opening of epoxides
Nikitin, Oleg M.,Magdesieva, Tatiana V.
, p. 194 - 195 (2011)
A new method for chemo- and regioselective electrochemical reductive opening of epoxides yielding primary alcohols with titanocene dichloride as a catalyst has been elaborated.
Piers' borane-mediated hydrosilylation of epoxides and cyclic ethers
Zhang, Jianbo,Park, Sehoon,Chang, Sukbok
, p. 7243 - 7246 (2018)
We report the first diarylborane-catalysed hydrosilylation of epoxides and cyclic ethers. Mechanistic studies on the in situ generated Piers' borane (C6F5)2BH with hydrosilanes in the presence of an epoxide revealed that an alkyloxy(diaryl)borane (C6F5)2BOR is readily formed as a catalytically competent species for the outer-sphere hydrosilylation of epoxides and cyclic ethers.
Photohydration of Aromatic Alkenes and Alkynes
Wan, Peter,Culshaw, Stephen,Yates, Keith
, p. 2509 - 2515 (1982)
The photohydrations of aromatic alkenes and alkynes 2-12 have been studied in aqueous sulfuric acid.For the nonnitro-substituted substrates 2-8, the products are the compounds obtained via Markovnikov addition of water to the alkene or alkyne moiety.Nitro-substituted styrenes 11 and 12 and phenylacetylenes 9 and 10 gave anti-Markovnikov addition products.Product quantum yields (Ψpdt) generally show a strongly sigmoidal dependence on the activity of the medium, with the exception of the nitrostyrenes, where no such dependence was observed.For compounds 2-8, quenching of fluorescence with increasing acidity was observed, and the proposed photohydration mechanism involves a rate-limiting protonation step on the first excited singlet state (S1), while for the nitrostyrenes, a rate-limiting attack of water on T1 is consistent with the available data.A mechanism involving a concerted addition of H3O+ to T1 is proposed for the photohydration of (nitrophenyl)acetylenes 9 and 10.The solvent isotope effect on the product quantum yield (ΨH/ΨD) is consistent with these proposals.Photoprotonation rate constants (kH) have been obtained - via transient and steady state measurements - for substrates 2, 4-6, and 8.Alkenes are approximately ane order of magnitude less reactive than alkynes to photoprotonation, both of which are 1011 - 1014 times more reactive than the corresponding ground-state molecules.
One-Carbon Homologation of Primary Alcohols and the Reductive Homologation of Aldehydes Involving a Jocic-Type Reaction
Li, Zhexi,Gupta, Manoj K.,Snowden, Timothy S.
, p. 7009 - 7019 (2015)
(Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope. The method is step-economical, and it nicely complements established one-carbon homologation strategies. (Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope.
A method for preparing the amino ethanol (by machine translation)
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Paragraph 0019-0057, (2018/06/12)
The invention discloses a method for preparing amino ethanol, comprising the following steps: (1) will be soluble in ethyl ether in nitrobenzene acetic acid, heated to 40 - 50 °C, under the protection of nitrogen, adding the hydrogenated lithium aluminum after uniformly mixing and stirring, dripping water, continuing the stirring 3 h, after the reaction is finished, the temperature dropped to 0 °C, add sodium hydroxide solution and water, standing 15 - 20 min after, temperature to room temperature, adding anhydrous MgSO4 , Stirring 20 - 30 min after filtering, the filtrate in the solvent evaporate, made to the nitrobenzene ethanol; (2) the prepared to the nitrobenzene ethanol dissolved in ethanol, adding catalyst, nitrogen, raising the temperature to 80 °C, the hydrogen gas under the atmospheric pressure, the reaction 2 - 3 h, filter after cooling, evaporate the ethanol, the obtained solid recrystallized after, vested the pairs amino ethanol. The application of the preparation method is safe and stable, low demand operating conditions, higher product yield. (by machine translation)
Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety
Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng
, p. 131 - 134 (2016/12/27)
A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).
Highly efficient protection of alcohols as trityl ethers under solvent-free conditions, and recovery catalyzed by reusable nanoporous MCM-41-SO3H
Gholamzadeh, Zeynab,Naimi-Jamal, Mohammad Reza,Maleki, Ali
, p. 994 - 1001 (2015/01/09)
An efficient method was developed for the protection of alcohols as trityl ethers using triphenylmethanol in the presence of nanoporous MCM-41-SO3H as a heterogeneous catalyst under solvent-free ball-milling at room temperature. Low catalyst loading, high efficiency, reusability are among the advantages of this new solvent-free and environmentally friendly method. The deprotection of the produced trityl ethers was also efficiently achieved using the same catalyst in wet acetonitrile.
Formal hydration of non-activated terminal olefins using tandem catalysts
Yang, Yongsheng,Guo, Jiayi,Ng, Huimin,Chen, Zhiyong,Teo, Peili
supporting information, p. 2608 - 2611 (2014/03/21)
The hydration of terminal olefins to secondary alcohols has been achieved using a Pd(ii)/Ru(ii) catalyst combination with high regioselectivity and yields. Both vinyl arenes and aliphatic olefins can be hydrated easily with the tandem catalyst system using a low catalyst loading of 1 mol%. The Royal Society of Chemistry 2014.
