27689-99-2

Upstream product

• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 67-56-1 methanol 
• 637-69-4 4-Methoxystyrene 
• 111-87-5 octanol 
• 64-17-5 ethanol 
• 98-85-1 1-Phenylethanol 
• 3360-41-6 4-phenyl-butan-1-ol 
• 67-63-0 isopropyl alcohol 
• 98-10-2 benzenesulfonamide 
• 530-48-3 1,1-Diphenylethylene 

Relevant academic research and scientific papers

One-pot synthesis of 1,3-diaryl but-1-enes from 1-arylethanols over Snβ zeolite

An environmentally benign catalytic protocol has been successfully developed for the one-pot synthesis of 1,3-diaryl but-1-enes from 1-arylethanols via dehydration of 1-arylethanols followed by head-to-tail dimerization of vinylarenes over heterogeneous c

Lewis base-assisted Lewis acid-catalyzed selective alkene formation via alcohol dehydration and synthesis of 2-cinnamyl-1,3-dicarbonyl compounds from 2-aryl-3,4-dihydropyrans

Acid-catalyzed dehydration of alcohols has been widely employed for the synthesis of alkenes. However, activated alcohols when employed as substrates in dehydration reactions are often plagued by the lack of alkene selectivity. In this work, the reaction system can be significantly improved through enhancing the performance of Lewis acid catalysts in the dehydration of activated alcohols by combining with a Lewis base. Observations of the reaction mechanism revealed that the Lewis base component might have changed the reaction rate order. Although both the principal and side reaction rates decreased, the effect was markedly more observed on the latter reaction. Therefore, the selectivity of the dehydration reaction was improved. On the basis of this observation, a new route to synthesize 2-cinnamyl-1,3-dicarbonyl compounds was developed by using 2-aryl-3,4-dihydropyran as a starting substrate in the presence of a Lewis acid/Lewis base combined catalyst system.

Chemoselective hydroamination of vinyl arenes catalyzed by an NHC-amidate-alkoxide Pd(II) complex and p-TsOH

The hydroamination of various substituted vinyl arenes with benzenesulfonamide was explored using an NHC-amidate-alkoxide palladium catalyst in conjunction with p-TsOH. Utilizing halide-substituted and electron-rich vinyl arenes, this methodology selectively furnished the cross-coupled hydroamination products in moderate to excellent yields in a Markovnikov fashion while greatly reducing undesired acid-catalyzed homocoupling of the vinyl arenes. Electron-rich vinyl arenes typically required milder conditions than electron-poor ones. While most effective for para-substituted substrates, the catalyst system also furnished the desired products from ortho- and meta-substituted vinyl arenes with high chemoselectivities.

Dimerization of styrenes catalyzed by PhP(O)HOR/Mn(II)/Co(II)/O2

A methodology for the dimerization of substituted styrenes is reported using a PhP(O)HOR/Mn(II)/Co(II)O2 catalyst, in which the alkyl phenylphosphinate compound acted as a catalyst rather than a substrate as is generally observed. Mechanistic s

Silica-supported KHSO4: An efficient system for activation of aromatic terminal olefins

Potassium hydrogen sulfate adsorbed on chromatography-grade silica gel activates electron-rich aromatic terminal olefins towards nucleophilic attack at the benzylic position by alcohols. Temperature plays a crucial role and facilitates suppressing nucleophilic reaction in favor of dimerization of the terminal olefin. Georg Thieme Verlag Stuttgart - New York.

o-Benzenedisulfonimide as a reusable Bronsted acid catalyst for Ritter-type reactions

Reactions between various benzyl alcohols or tert-butyl alcohol and nitriles were carried out in the presence of catalytic amounts (usually 10-20 mol-%) of o-benzenedisulfonimide as a Bronsted acid catalyst; the reaction conditions were mild and the yields of amides were good. The catalyst was easily recovered and purified, ready to be used in further reactions, with economic and ecological advantages. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Cerium(III) triflate versus cerium(III) chloride: Anion dependence of Lewis acid behavior in the deprotection of PMB ethers

Cerium(III) triflate deprotects p-methoxybenzyl ethers of simple alcohols better than the cerium(III) chloride/sodium iodide system. It can be used in 1% M instead of equimolecular amounts, giving better yields. Aromatic alcohols rearrange, but the addition of a scavenger overcomes this drawback. Unfortunately, unsaturated alcohols are deprotected with decomposition, probably due to side electrophilic additions to double bonds. A comparison between the mechanisms of cerium triflate and cerium chloride is reported. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.