83832-76-2

Upstream product

• 344304-59-2 2-methoxy-2-phenylcyclopropanemethanol 
• 67-56-1 methanol 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 495-41-0 1-phenylbut-2-en-1-one 
• 34125-78-5 3-Hydroperoxy-1-phenyl-1-butin 
• 27975-80-0 (+/-)-3-bromo-1-phenyl-1-butyne 
• 71-43-2 benzene 
• 1214264-88-6 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 
• 534-15-6 1,1-dimethoxyethane 
• 98-86-2 acetophenone 

Downstream Products

• 495-41-0 1-phenylbut-2-en-1-one 

Relevant academic research and scientific papers

Oxa-Michael addition promoted by the aqueous sodium carbonate

An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.

A clear-cut example of selective Bpin-Bdan activation and precise Bdan transfer on boron conjugate addition

Activating the non-symmetrical Bpin-Bdan diboron reagent with alkoxide leads to the formation of two possible adducts: MeO-→Bpin-Bdan or MeO-→Bdan-Bpin. Experimental and theoretical investigation confirms that the MeO-→Bpin interaction is preferred and thus selective formation of a C-Bdan bond upon reaction with an activated C=C bond.

Synthesis of functionalized cyclotriveratrylene analogues with C 1-symmetry and the application for 1,4-Michael addition of alcohols to unsaturated aryl ketone

C1-symmetric cyclotriveratrylene analogues 2-8 with various functional groups at one benzene moiety were prepared starting from the selectively demethylated compound 1. Through the chemical resolution, a pair of enantiomers of C1-sym

Unveiling the reactivity of propargylic hydroperoxides under gold catalysis

Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ke

Acidic-functionalized ionic liquid as an efficient, green and reusable catalyst for hetero-Michael addition of nitrogen, sulfur and oxygen nucleophiles to α,β-unsaturated ketones

A series of acidic-functionalized ionic liquids were synthesized and applied to the hetero-Michael addition of nitrogen, sulfur and oxygen nucleophiles to α,β-unsaturated ketones under solvent-free conditions. Notably, 1-methylimidazolium p-toluenesulfoni

N-heterocyclic carbene-catalyzed conjugate additions of alcohols

An efficient intermolecular conjugate addition of alcohols to activated alkenes catalyzed by N-heterocyclic carbenes has been developed. With 5 mol % of the free carbene derived from IMes?HCl, unsaturated ketones and esters are competent substrates, and a variety of primary and secondary alcohols can be employed as the nucleophile. No oligomerization is observed under these mild conditions for effective hydroalkoxylation. In addition to reactions with activated alkenes, IMes catalyzes the formation of vinyl ethers through the 1,4-addition of alcohols to ynones and promotes tandem conjugate addition/Michael cascade reactions. Preliminary data support a Bronsted base mechanism with the free carbene.

One-pot enol silane formation-Mukaiyama aldol-type addition to dimethyl acetals mediated by TMSOTf

(Chemical Equation Presented) Various ketones, esters, amides, and thioesters add in high yield to dimethyl acetals in the presence of silyl trifluoromethanesulfonates and an amine base. Acetals derived from aryl, unsaturated, and aliphatic aldehydes are

Synthesis of β-Amino and β-Methoxy Ketones by Lewis Acids Promoted β-Substitution Reactions of βγ,-Unsaturated Ketones

A reaction mixture of β,γ-unsaturated ketone and BF 3·OEt2 in CH3OH was stirred at room temperature and β-methoxy ketone was produced in high yield. The β-amino ketone was obtained as the major product from a reaction mixture of β,γ-unsaturated ketone, AlCl3 and Ts-NH2 in CH2Cl2 at room temperature. This Lewis acid promoted β-substitution reaction mechanism was proposed as that the process occurred via in situ isomerization of β,γ-unsaturated ketone to α,β-unsaturated ketone followed by the 1,4-addition reaction.

Rearrangements of Oxocyclopropanecarboxylate Esters to Vinyl Ethers. Disparate Behavior of Transition-Metal Catalysts

Diverse transition-metal compounds catalyze the conversion of 2-alkoxycyclopropanecarboxylate esters to derivative vinyl ethers in high yield under mild conditions.With 2, PtCl2*2PhCN, or 2, structural rearrangement occurs with concurrent epimerization of the reactant cyclopropane compound, and identical isomeric mixtures of vinyl ethers are formed from either of the two stereoisomeric cyclopropane reactants.Rhodium(II) acetate catalyzed reactions occur at higher temperatures than those required with 2, epimerization of the (Z)-cyclopropane isomer, but not the E isomer, is observed, and individual stereoisomeric cyclopropane reactants produce different isomeric mixtures of vinyl ether products.The characteristics of copper bronze and copper(I) chloride catalyzed reactions are generally similar to those of Rh2(OAc)4, except with ethyl 2-methoxy-2-vinylcyclopropanecarboxylate, which undergoes rearrangement to the isomeric ethyl 3-methoxycyclopentenecarboxylates in the presence of these copper catalysts.Participation by the carbethoxy group in rhodium(I)-, platinum (II)-, and ruthenium(II)-catalyzed reactions is indicated in results from comparative reactions with nitrile and sulfone derivatives, and the mechanistic involvement of a six-membered ring metallocycle is suggested.In rhodium(II)- and copper-catalyzed reactions, metallocyclobutane intermediates are proposed to account for their contrasting results.Catalytic rearrangement of (allyloxy)cyclopropanecarboxylate esters affords 3-allyl-4-oxoalkanoate esters in good yield by a synthetic coupling of the oxocyclopropane-vinyl ether and Claisen rearrangement transformations.