60173-64-0

Usage

Uses

Used in Pharmaceutical Industry:
Benzenamine, N-(1,1-dimethyl-2-propenyl)is used as an intermediate in the synthesis of Endophenazine A, a novel phenazine antibiotic. This antibiotic exhibits antimicrobial activities against Gram-positive bacteria and some filamentous fungi, making it a valuable compound in the development of new antimicrobial agents to combat drug-resistant infections.
Used in Agricultural Industry:
In addition to its pharmaceutical applications, Benzenamine, N-(1,1-dimethyl-2-propenyl)is also utilized as an intermediate in the synthesis of herbicides. Specifically, it plays a role in the production of compounds with herbicidal activity against Lemna minor, commonly known as duckweed. This application highlights its potential use in developing effective and targeted herbicides for controlling unwanted plant growth in agricultural settings.

Upstream product

• 2190-48-9 3-chloro-3-methyl-1-butene 
• 62-53-3 aniline 
• 78-79-5 isoprene 
• 1191-16-8 3-methylbut-2-enyl acetate 
• 148952-11-8 2,2,2-Trichloro-acetimidic acid 1,1-dimethyl-allyl ester 
• 598-25-4 Dimethylallene 
• 141550-13-2 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane 
• 586-96-9 Nitrosobenzene 
• 556-82-1 3-methyl-2-buten-1-ol 
• 115-18-4 2-methyl-3-buten-2-ol 
• 1335229-60-1 C₁₃H₁₄F₃NO 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 18387-63-8 (3-chloro-3-methylbut-1-yn-1-yl)trimethylsilane 
• 5272-33-3 2-methyl-4-(trimethylsilyl)but-3-yn-2-ol 

Downstream Products

• 27125-61-7 2-(3-methylbut-2-en-1-yl)aniline 
• 69611-46-7 2-(3-Hydroxy-3-methylbutyl)aniline 
• 1195390-01-2 C₁₇H₁₉N 
• 1195389-73-1 3-benzyl-2,2-dimethyl-1-phenylaziridine 
• 177763-21-2 4-methyl-N-[2-(3-methyl-but-2-enyl)-phenyl]-benzenesulfonamide 
• 104177-71-1 o-isopentylaniline 
• 20364-30-1 2,2-dimethyl-1,2,3,4-tetrahydroquinoline 
• 65826-99-5 (±)-2-isopropylindoline 

Relevant academic research and scientific papers

The first synthesis of 7-prenylisatin

The first synthesis of 7-prenylisatin, an isatin-type antibiotic with prominent activity against Bacillus subtilis, has been accomplished in 16% overall yield from 2-methylbut-3-en-2-ol and aniline via a five-step procedure. The protocol includes the arom

Domino Aryne Annulation via a Nucleophilic-Ene Process

1,2-Benzdiyne equivalents possess the unique property that they can react with two arynophiles through iteratively generated 1,2- and 2,3-aryne intermediates. Upon rational modification on the second leaving group of these aryne precursors, a domino aryne annulation approach was developed through a nucleophilic-ene reaction sequence. Various benzo-fused N-heterocyclic frameworks were achievable under transition metal-free conditions with a broad substrate scope.

Iron-Catalyzed Intramolecular Aminations of C(sp3)?H Bonds in Alkylaryl Azides

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of unactivated C(sp3)?H bonds in alkylaryl azides, which results in the formation of substituted indoline and tetrahydroquinoline derivatives.

An efficient approach to chiral allyloxyamines by stereospecific allylation of nitrosoarenes with chiral allylboronates

A novel and efficient approach to allyloxyamines by the allylation of nitrosoarenes with α-chiral allylboronates is described. C-O bond formation occurs with high stereospecificity and the product allyloxyamines are easily transformed into valuable chiral

Achieving control over the branched/linear selectivity in palladium-catalyzed allylic amination

Palladium-catalyzed reaction of unsymmetrical allylic electrophiles with amines gives rise to regioisomeric allylic amines. We have found that linear products result from the thermodynamically controlled isomerization of the initially formed branched products. The isomerization is promoted by protic acid and active palladium catalyst. The use of base shuts down the isomerization pathway and allows for the preparation and isolation of branched allylic amines. Solvent plays a key role in achieving high kinetic regioselectivity and in controlling the rate of isomerization. The isomerization can be combined with ring-closing metathesis to afford the synthesis of exocyclic allylic amines from their endocyclic precursors.

Investigation of steric and electronic features of 3-iminophosphine-based palladium catalysts for intermolecular hydroamination

A series of (3-iminophosphine)allylpalladium triflate complexes with systematic variation of both steric and electronic features was isolated and characterized. The ability of the complexes in this series to catalyze the regioselective hydroamination of 3-methyl-1,2-butadiene with aryl amines to form solely the kinetic product was probed by observing conversion to products via NMR spectroscopy. The previously unstudied 3-iminophosphine ligand composed of a di-tert-butyl phosphine, cyclobutene backbone, and tert-butyl imine provided the most active palladium hydroamination catalyst for this transformation known to date.

Revitalizing the aromatic aza-Claisen rearrangement: Implications for the mechanism of 'on-water' catalysis

For too long the aromatic aza-Claisen rearrangement has been the poor relation of its oxygen counterpart. We demonstrate that on-water catalysis facilitates the rearrangement of reverse N-prenylated naphthylamines and anilines, and transforms the aromatic

Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates

The rhodium-catalyzed regioselective amination of tertiary allylic trichloroacetimidates with unactivated aromatic amines is a direct and efficient approach to the preparation of α,α-disubstituted allylic aryl amines in good yield and with excellent regio

Chasing the proton culprit from palladium-catalyzed allylic amination

We have found that the addition of base has a significant effect on palladium-catalyzed allylic amination. The long-standing problem of controlling the branched-to-linear ratio has been solved. In the presence of DBU and inexpensive, readily available ligands, palladium-catalyzed allylation proceeds under kinetic control, leading to high branched selectivity. Given the widespread utility of palladium-catalyzed allylic amination, we expect that these findings will be relevant in many areas ranging from asymmetric catalysis to target-oriented synthesis. Copyright