20534-67-2

Upstream product

• 100-52-7 benzaldehyde 
• 591-19-5 m-Bromoaniline 
• 100-51-6 benzyl alcohol 
• 585-79-5 m-nitrobromobenzene 

Downstream Products

• 62305-60-6 [(3-Bromo-phenylamino)-phenyl-methyl]-phosphinic acid; compound with 3-bromo-phenylamine 
• 1394137-89-3 C₂₄H₂₃BrN₂O 
• 1449678-30-1 C₁₇H₁₆BrNO 
• 1453863-59-6 (S)-5-((R)-((3-bromophenyl)amino)(phenyl)methyl)furan-2(5H)-one 
• 213814-61-0 N-(3-bromophenyl)benzylamine 
• 1438900-78-7 N⁴,N^4'-dibenzyl-2,2'-dibromo-[1,1'-biphenyl]-4,4'-diamine 
• 1419351-75-9 benzyl ((E)-2-((2S,4R)-7-bromo-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate 
• 1419351-76-0 benzyl ((E)-2-((2S,4S)-7-bromo-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate 
• 1309440-37-6 benzyl 1-(methoxycarbonyl)-2-(3-bromophenylamino)-1,2-diphenylethylcarbamate 

Relevant academic research and scientific papers

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.

T3P-promoted synthesis of a series of novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones

A series of 11 novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of N-aryl-C-phenyl imines with thiosalicylic acid. This provides simple and ready access to N-aryl compounds in this family, which have been generally difficult to prepare.

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%.

Catalyst- And solvent-free efficient access to: N -alkylated amines via reductive amination using HBpin

A sustainable approach which works under catalyst- and solvent-free conditions for the synthesis of structurally diverse secondary amines has been uncovered. This one-pot protocol works efficiently at room temperature and is compatible with a wide range of sterically and electronically diverse aldehydes and primary amines. Notably, this simple process offers scalability, excellent functional group tolerance, chemoselectivity, and is also effective at the synthesis of biologically relevant molecules. This journal is

Photochemically Promoted Aza-Diels-Alder-Type Reaction: High Catalytic Activity of the Cr(III)/Bipyridine Complex Enhanced by Visible Light Irradiation

Aza-Diels-Alder-type cycloaddition reactions between a range of N-arylimines and functionalized alkenes were effectively catalyzed by the Cr(III)/bipyridine complex under irradiation of blue light, to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in high yields with excellent diastereoselectivity. Typically, the reaction of benzylideneaniline with 1-vinyl-2-pyrrolidinone proceeded smoothly with a substrate-to-catalyst molar ratio (S/C) of 1000 and completed within 4 h at room temperature (20-25 °C), affording the cycloaddition product in 97% yield.

Dehydrogenation and oxidative coupling of alcohol and amines catalyzed by organosilicon-supported TiO2@PMHSIPN

The catalytic dehydrogenation and tandem transformation of aromatic alcohols, including oxidative coupling of alcohols and amines, were achieved successfully using a catalytic amount of organosilicon-supported titania (TiO2@PMHSIPN), which enables the efficient synthesis of aromatic aldehydes, imines, and benzimidazoles in good to excellent yields. This journal is the Partner Organisations 2014.

Synthesis of benzidine derivatives via FeCl3·6H 2O-promoted oxidative coupling of anilines

Under open-flask conditions in the presence of commercially available FeCl3·6H2O, N,N-disubstituted anilines can be converted into diversely functionalized benzidines with yields of up to 99%. Oxidative coupling was extended to N-monosubstituted anilines, and the method was applied to the efficient preparation of 6,6′-biquinoline. Mechanistic investigations have also been performed to explain the observed reactivities.

Halogen-metal exchange reactions of bromoaryl-substituted β-lactams

β-Lactams are quite susceptible to ring opening when exposed to nucleophilic reagents. The robustness of a variety of bromo- and iodoarenes containing electrophilic functional groups toward alkyllithium reagents during the halogen-lithium exchange process

Highly efficient iron phthalocyanine catalyzed oxidative synthesis of imines from alcohols and amines

An efficient iron phthalocyanine catalyzed method was developed for direct oxidative coupling of alcohols with amines to afford corresponding imines. The present protocol is applicable to various substituted aromatic and aliphatic alcohols and amines. The reaction is believed to proceed via activation of alcohols by iron phthalocyanines through Lewis acid-base interaction to form aldehydes, which by nucleophilic attack of amines are converted into the corresponding imines.

Water-promoted one-pot vinylogous Mannich-type reaction of trimethylsilyloxyfuran

Water, produced in situ during the formation of imines from aldehydes 1 and amines 2, is employed to promote the one-pot Mannich reaction of trimethylsilyloxyfuran 3a without addition of extra solvent or catalyst. This clean and quick reaction allows the obtention of a series of 5-substituted γ-butenolides 4 with good yields and modest diastereomeric ratio. A large panel of substituents is tolerated ranging from aliphatic chains to aromatic or heteroaromatic rings.