154225-10-2

Upstream product

• 1750-23-8 4-bromo-N-[(E)-phenylmethylidene]aniline 
• 24850-33-7 allyltributylstanane 
• 1730-25-2 allylmagnesium bromide 
• 780-20-1 N-benzylidene-4-bromoaniline 
• 100-52-7 benzaldehyde 
• 106-95-6 allyl bromide 
• 106-40-1 4-bromo-aniline 
• 2879-83-6 N-benzyl-N-(4-bromophenyl)amine 
• 2551-83-9 allyltrimethoxysilane 

Relevant academic research and scientific papers

Cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ

A cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ is reported, which uses nonmetallic quinone DDQ as an oxidant in the allylation of N-benzylanilines under mild conditions. C–C bond with high selectivity and activity was constructed in this reaction and homoallylic amines were obtained with yields of up to 99%.

Allylation of imines with samarium/allyl bromide system

Imines can be readily allylated with samarium/allyl bromide system to afford homoallylamines in satisfactory yields in THF under mild conditions.

Allylation method of N-benzylaniline compound

The invention discloses an allylation method of an N-benzylaniline compound, and relates to a synthesis method of allylamine. According to the method, various N-benzylaniline derivatives as raw materials, allyl tributyltin as an allylation reagent and 2,3

Organic Photoredox-Catalyzed Synthesis of δ-Fluoromethylated Alcohols and Amines via 1,5-Hydrogen-Transfer Radical Relay

The hydrotrifluoromethylation of benzyl-protected homoallylic alcohol and amine derivatives catalyzed by 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) was developed. This reaction delivered δ-fluoromethylated free alcohols and amines with in situ deprotection of benzyl protecting group under mild irradiation conditions. 4CzIPN was found to be a competent metal-free photoredox catalyst for activating several types of fluoromethylation reagents including CF3SO2Cl, Togni's reagent, and 2-bromo-2,2-difluoroacetate via oxidative quenching and also CF3SO2Na through reductive quenching to allow direct hydrotrifluoromethylation of simple alkenes and Michael acceptors.

A silver triflate-catalyzed cascade of in situ-oxidation and allylation of arylbenzylamines

A silver-triflate catalyzed cascade of in situ-oxidation and allylation of arylbenzylamines is reported. The 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate is employed as a mild oxidant which is compatible with both catalyst and ligand. Racemic BINAP is also utilized to assist with the catalyst in regulating the yields of products. Various homoallylic amines are obtained in 39–99% yields.

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

Sn-mediated one-pot four-component allylation of aldimines

A convenient and facile method for the synthesis of homoallylic amines was disclosed. The one-pot reaction of aldehydes, aromatic amines and allylic bromide with tin powder at room temperature could afford the homoallylic amines in good to excellent yield

Synthesis and antifungal activity of N-aryl-N-benzylamines and of their homoallyl analogues

Ten N-aryl-N-benzylamines were synthesized and evaluated for their antifungal activity, which was compared with their homoallylamine analogues that possessed an allyl group in the carbon next to the nitrogen atom. Results indicated that the absence of the allyl group caused an enhancement of the antifungal activity which could be correlated with the flexibility of the alkyl chain between both aromatic groups. DFT calculations supported these differences in activity. ARKAT-USA, Inc.

In vitro antifungal activity of new series of homoallylamines and related compounds with inhibitory properties of the synthesis of fungal cell wall polymers

The synthesis, in vitro antifungal evaluation and SAR studies of 101 compounds of the 4-aryl-, 4-alkyl-, 4-pyridyl or -quinolinyl-4-N-arylamino-1-butenes series and related compounds, are reported here. Active structures showed to inhibit (1,3)-β-D-glucan and mainly chitin synthases, enzymes that catalyze the synthesis of the major fungal cell wall polymers.

Ytterbium metal/TMSCL promoted reaction of imines with allylic bromide

In the presence of chlorotrimethylsilane (TMSCI), ytterbium metal can promote the allylation of imines with allylic bromide to give the corresponding homoallylamines in satisfactory yields in THF under mild conditions.