38400-77-0

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 7007-15-0 3-benzoyl-1,3-oxazolidin-2-one 
• 10364-94-0 1-benzoylimidazole 
• 2622-05-1 allylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 106-95-6 allyl bromide 
• 556-56-9 allyl iodid 
• 93-97-0 benzoic acid anhydride 
• 10199-66-3 benzoylpyrazole 
• 100-47-0 benzonitrile 
• 107-05-1 3-chloroprop-1-ene 
• 93-89-0 benzoic acid ethyl ester 
• 93-58-3 benzoic acid methyl ester 
• 18854-66-5 tris(allyl)aluminum 

Downstream Products

• 35660-91-4 (Z)-1-phenylbut-2-en-1-one 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 117726-46-2 3-hydroxy-3-phenyl-pentanedioic acid 
• 57955-48-3 1-phenylcyclopent-3-enol 
• 10487-96-4 1-phenylcyclopentanol 
• 25631-82-7 4-phenyl-2H-pyran-2,6(3H)-dione 
• 117726-56-4 6-Methoxy-4-phenyl-pyran-2-one 
• 117726-49-5 Acetic acid 2,6-dioxo-4-phenyl-tetrahydro-pyran-4-yl ester 
• 404947-48-4 (4-allylhepta-1,6-dien-4-yl) benzene 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 1423078-88-9 C₁₃H₁₆O₂ 

Relevant academic research and scientific papers

Diastereoselective multicomponent cyclizations of fischer carbene complexes, lithium enolates, and allylmagnesium bromide leading to highly substituted five- and six-membered carbocycles

The one-pot sequential reaction of a chromium alkoxycarbene complex, a ketone or ester lithium enolate, and allylmagnesium bromide enabled the selective synthesis of novel diastereomerically pure pentasubstituted cyclopentanols or tetrasubstituted 1,4-cyc

Indium(III) chloride-catalyzed coupling reaction of acid chlorides and allylic tins

Allylic tributyltins and acid chlorides are effectively coupled to yield allylic ketones in indium(III) chloride-catalyzed reactions. In the case of γ-unsubstituted allylic tins, the assistance of a phosphine is essential to prevent further allylation of the produced ketones.

Ultrafast Grignard addition reactions in the presence of water

The addition of allylmagnesium bromide and benzylmagnesium chloride to carbonyl compounds was investigated in the presence of protic reagents such as water and the rate of carbonyl addition was found to be comparable to the rate of protonation by the reagent. The Royal Society of Chemistry 2010.

Solvent- and catalyst-free gem-bisallylation of carboxylic acid derivatives with allylzinc bromide

A rapid and efficient procedure for the solvent-free synthesis of gem-bisallylation products has been achieved by allylzinc bromide with carboxylic acid derivatives in the absence of any catalysts at room temperature.

Synthesis of β,γ-unsaturated ketones from acid chlorides through carbon-pentamethylcyclopentadienyl bond formation and cleavage

Reaction of acid chlorides with lithium pentamethylcyclopentadienide afforded the corresponding pentamethyl-cyclopentadienyl ketones in high yield. These ketones were treated with an allylaluminum reagent to form the corresponding 3-butenyl alcohols. Removal of pentamethylcyclopentadiene upon heating or treatment with a catalytic amount of trichloroacetic acid yielded the corresponding β,γ-unsaturated ketones in good yields.

Synthesis of β,γ-unsaturated ketones by allylation of pentamethylcyclopentadienyl ketones followed by removal of pentamethylcyclopentadiene

A new route to β,γ-unsaturated ketones is disclosed. Aryl pentamethylcyclopentadienyl ketones underwent allylation with allyldimethylaluminum to yield the corresponding alcohols. Heating the alcohols in boiling toluene resulted in removal of pentamethylcy

An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

A rapid and convenient synthesis of homoallylic alcohols by the barbier-grignard reaction

The use of the Barbier-Grignard reaction, where premixed allyl bromide and the carbonyl compound are added to magnesium in ether, is reported for the synthesis of homoallylic alcohols. This reaction provides good to excellent yields of most homoallylic alcohols with minimal formation of Wurtz coupling products.

Gem-diallylation of acyl azides with allylsamarium bromide under mild conditions

Allylsamarium bromide reacts with acyl azides to give the corresponding gem-diallylation products, 4-alkyl-1,6-heptadienes-4-ols (3), in good to excellent yields. This novel reaction proceeds readily within a few minutes at room temperature.

Some uses of mischmetall in organic synthesis

Mischmetall, an alloy of the light lanthanides, has been used in a variety of organic reactions, either as a coreductant in samarium(II)-mediated reactions (Barbier and Grignard-type reactions, pinacolic coupling reactions) or as the promoter of Reformatsky-type reactions. It has been also employed as the starting material for easy syntheses of lanthanide trihalides, the reactivity of which has been explored in Imamoto and Luche-Fukuzawa reactions and in Mukaiyama aldol reactions.