934832-26-5

Upstream product

• 14850-89-6 (E)-N'-benzylidenebenzohydrazide 
• 7393-43-3 tetraallyl tin 
• 100-52-7 benzaldehyde 
• 613-94-5 benzoic acid hydrazide 
• 107-37-9 allyltrichlorosilane 
• 14850-88-5 benzoylhydrazone of benzaldehyde 
• 24850-33-7 allyltributylstanane 
• 2551-83-9 allyltrimethoxysilane 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 106-95-6 allyl bromide 

Downstream Products

• 4383-23-7 1-phenyl-but-3-enylamine 

Relevant academic research and scientific papers

Highly stereoselective synthesis of homoallylic amines based on addition of allyltrichlorosilanes to benzoylhydrazones

Allyltrichlorosilanes reacted with benzoylhydrazones in DMF without the use of any catalyst to afford the corresponding homoallylic benzoylhydrazines in good to high yields. The reactions proceeded at 0°C to room temperature under mild conditions. In addi

Catalyst-free allylation of 2-aminophenol–derived aldimines with allyltrichlorosilane under thermal conditions

Allylation of 2-aminophenol-derived aldimines using allyltrichlorosilane under catalyst free conditions has been developed. This reaction afforded the corresponding homoallylic amines in good to excellent yields (68–94%). The salicylaldehyde-derived aldimines as well as benzoylhydrazone also found to react with allyltrichlorosilane smoothly under the same conditions, to furnish the corresponding homoallylic amine derivatives. This study suggests that the phenolic –OH group acts as an anchoring group for the transfer of allyl group from allyl silane reagent.

Preparation method of allyl amine

The invention provides a preparation method of allyl amine.Under the conditions of being at the room temperature and the normal pressure and being free of inert gas shielding, allylation of acylhydrazone catalyzed by a sulfamide-loaded dendritic macromolecule catalyst is conducted, the reaction time is about two hours, and a quite good yield can be obtained; the loaded catalyst can be recycled through methanol recrystallization, and a quite good effect is achieved after the catalytic reaction is continued; environmentally friendliness and economic benefits are achieved to a certain extent.

Synthesis of homoallylic amines and acylhydrazides by tin powder-promoted multicomponent one-pot allylation reactions

An efficient process for the synthesis of homoallylic amines and N′-homoallylic hydrazides is developed from the one-pot reaction of carbonyl compounds, amines or N-acylhydrazines, allyllic bromide and tin powder using water as solvent. N-Acylhydrazines are found to be more reactive than amines in these processes. They can react not only with aldehydes but also with ketones to give the corresponding N′-homoallylic hydrazides. Copyright

A mild and efficient three-component synthesis of secondary and tertiary homoallylic hydrazides

A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO4)2·6H2O was developed for the syntheses of secondary and tertiary homoal

Allylation of N-benzoylhydrazones (=N′-alkylidene-substituted benzohydrazides) by treatment with allyl bromide in the presence of zinc in aqueous ammonium chloride solution

N-Benzoylhydrazones (=N′-alkylidene-substituted benzohydrazides) 1 are allylated efficiently by reaction with allyl bromide (2) in the presence of Zn in aqueous NH4Cl solution. The products 3 are formed in excellent yields (85-94%) within 35-50

Indium-mediated catalytic enantioselective allylation of N -benzoylhydrazones using a protonated chiral amine

A catalytic enantioselective indium-mediated allylation of N-benzoylhydrazones in conjunction with a protonated chiral amine affording enantioenriched homoallylic amines with an extremely high level of enantioselectivity and chemical yield was developed.

Development of general catalytic allylation of acylhydrazones with pinacolyl allylboronate using an indium(I) catalyst

Catalytic allylation of various acylhydrazones using a group 13 metal reagent (boron) in combination with a group 13 metal catalyst in its low-oxidation state (indium) has been developed. This operationally simple carbon-carbon bond-forming reaction displays remarkable substrate scope and functional group tolerance.

Allyltrimethoxysilane addition to N-acylhydrazones: Two catalytic methods employing CuCl and fluoride

Two alternative reaction conditions developed for allyltrimethoxysilane addition to N-benzoylhydrazones enable efficient and versatile access to homoallylic α-branched amines. Aldehyde hydrazones, both aromatic and aliphatic, and ketone hydrazones all give good yields. One set of conditions employs catalytic amounts of CuCl and tetrabutylammonium triphenyldifluorosilicate (TBAT); improved yields and reaction times are obtained at 80°C in the presence of bis(diphenylphosphino)ethane (dppe) and t-BuOH as additives. The second set of conditions employs 20 mol% TBAT as a fluoride source in a metal-free catalytic system; here t-BuOH offers only modest improvement, and ambient temperatures are optimal. For example, under this second set of conditions, the N-benzoylhydrazone from ethyl pyruvate affords the homoallylic tert-alkyl amine adduct in 78% yield.

Phosphine oxides as efficient neutral coordinate-organocatalysts for stereoselective allylation of N-acylhydrazones

Phosphine oxides were found to be efficient neutral coordinate-organocatalysts (NCOs) for the allylation of N-acylhydrazones. Among the phosphine oxides tested, a three carbon-tethered bisphosphine oxide (dppp dioxide) was found to be the most effective,