4383-24-8

Upstream product

• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 100-44-7 benzyl chloride 
• 591-50-4 iodobenzene 
• 72399-18-9 formaldehyde O-benzyloxime 
• 17146-21-3 O-(benzyl)benzaldoxime 
• 100-39-0 benzyl bromide 
• 622-33-3 N-benzyloxyamine 
• 10229-60-4 Z-benzaldehyde O-benzyloxime 
• 1867-23-8 N-benzyloxy-N-benzylcarbamic acid ethyl ester 
• 7647-01-0 hydrogenchloride 
• 857812-34-1 benzyl-benzyloxy-thiocyanato-amine 
• 23135-14-0 N,O-dibenzyl-N-nitrosohydroxylamine 
• 10229-59-1 O-benzyl benzaldehyde oxime eter 
• 932-90-1 Benzaldoxime 

Downstream Products

• 100-44-7 benzyl chloride 
• 622-30-0 N-benzyl hydroxylalmine 
• 112408-47-6 N,N,O-tribenzylhydroxylamine 
• 5553-73-1 phenyl-N-(phenylmethoxy)-N-benzylcarboxamide 
• 5555-83-9 N-Benzyl-N-benzyloxy-carbamidsaeure-(2-methoxy-ethylester) 
• 5555-81-7 C₂₁H₂₇NO₃ 
• 5999-36-0 N-Isobutyryl-O,N-bis-benzyl-hydroxylamin 
• 5555-82-8 N-(phenylmethoxy)-N-bnzylphenoxycarboxamide 
• 5553-72-0 N-Octanoyl-O,N-bis-benzyl-hydroxylamin 
• 130185-10-3 (3S,4S)-4-<(S)-1-(N-benzyl-N-benzyloxycarbamoyloxy)ethyl>-3-<(R)-1-tetrahydropyran-2-yloxyethyl>-2-azetidinone 
• 15256-53-8 N-(4-Carboxy-butyryl)-O,N-bis-benzyl-hydroxylamin 
• 15258-18-1 N-Benzyl-N-benzyloxy-carbamidsaeure-(3-methoxy-propylester) 
• 5553-63-9 N-Benzyloxy-N-benzyl-N'-acetyl-harnstoff 
• 15256-52-7 N-Chloracetyl-O,N-bis-benzyl-hydroxylamin 

Relevant academic research and scientific papers

Metal-free, redox-neutral, site-selective access to heteroarylamine via direct radical?radical cross-coupling powered by visible light photocatalysis

Transition-metal-catalyzed C?N bond-forming reactions have emerged as fundamental and powerful tools to construct arylamines, a common structure found in drug agents, natural products, and fine chemicals. Reported herein is an alternative access to heteroarylamine via radical?radical cross-coupling pathway, powered by visible light catalysis without any aid of external oxidant and reductant. Only by visible light irradiation of a photocatalyst, such as a metal-free photocatalyst, does the cascade single-electron transfer event for amines and heteroaryl nitriles occur, demonstrated by steady-state and transient spectroscopic studies, resulting in an amine radical cation and aryl radical anion in situ for C?N bond formation. The metal-free and redox economic nature, high efficiency, and site-selectivity of C?N cross-coupling of a range of available amines, hydroxylamines, and hydrazines with heteroaryl nitriles make this protocol promising in both academic and industrial settings.

Base-promoted aromatic [3,3] sigmatropic rearrangement of N-acyl-O-arylhydroxylamine derivatives

The base-promoted aromatic [3,3] sigmatropic rearrangement of N-acyl-O-arylhydroxylamines giving α-(2-hydroxyphenyl)amides was successfully demonstrated. The substrates were prepared from N-substituted hydroxylamines by N-acylation followed by copper(I)-mediated O-arylation with boronic acids. Treatment of the substrates with lithium hexamethyldisilazide (LiHMDS) in THF at 0 °C to room temperature generated the corresponding amide enolates. The aromatic [3,3] rearrangement of the enolates provided the desired products in moderate to good yields. A crossover experiment produced only intramolecular products and clarified that the reaction proceeds via the aromatic [3,3] sigmatropic rearrangement, not a bond-cleavage–recombination process. Our method is a formal α-arylation of amides.

Structural Requirements of Histone Deacetylase Inhibitors: SAHA Analogs Modified on the Hydroxamic Acid

Histone deacetylase (HDAC) proteins have emerged as targets for anti-cancer therapeutics, with several inhibitors used in the clinic, including suberoylanilide hydroxamic acid (SAHA, vorinostat). Because SAHA and many other inhibitors target all or most o

Effect of Substituents and Stability of Transient Aluminum-Aminals in the Presence of Nucleophiles

Disubstituted hydroxylamines are synthesized and used to form aluminum-amide complexes. These reagents mask carbonyl groups in situ via nucleophilic addition. The stability and utility of the aluminum-aminals are presented in the context of selectively controlling nucleophilic addition on substrates with multiple carbonyl groups.

Phytotoxic effects of selected N-benzyl-benzoylhydroxamic acid metallo-oxygenase inhibitors: Investigation into mechanism of action

Treatment of Arabidopsis thaliana with 100 μM hydroxamic acids F1 and F2, found previously to inhibit carotenoid cleavage dioxygenase enzyme CCD1, was found to cause chlorophyll bleaching and phytotoxicity. A further set of hydroxamic acid analogues was synthesised, and these compounds were found to be phytotoxic towards A. thaliana at 16-400 μM, and to show some phytoxicity towards broad-leaved weeds C. album and S. media at 100 μM. Compound F1 was found to inhibit p-hydroxy-phenylpyruvate dioxygenase (HPPD), a known herbicide target (IC50 30 μM), but compounds F5 and F8 showed no inhibition of HPPD, despite F8 showing higher levels of phytotoxicity. Plants grown in the presence of F1 or F5 that were treated with 50 μM homogentisic acid showed partial recovery of growth, indicating some inhibition of HPPD in planta. These are the first hydroxamic acid inhibitors reported for HPPD, but the results indicate that inhibition of HPPD is only partly responsible for the observed phytotoxicity, and that another unknown metalloenzyme is also targeted by these compounds.

HERBICIDAL COMPOSITIONS

A herbicidal formulation comprising a compound of formula (I) where R1 is alkyl or H; R2, R3, R4 and R5 are independently selectable from H, halide, -NO2, -SO2R', -OH, -Oalkyl where R' is alkyl or aminoalkyl; and R6 is a substituted or non-substituted alkyl, and/or substituted or non-substituted aryl.

PLANT DEVELOPMENT CONTROL COMPOSITION

A method of stimulating germination in plant seeds and/or releasing plant tissue or plant organs from dormancy, comprising applying to a seed, plant, plant organ or plant tissue a compound of formula (I): where: R1 is alkyl or H; R2,

Solid phase parallel synthesis of tertiary amines

Described is method for preparing tertiary amines comprising sequential, exhaustive alkylation of a hydroxylamine derivative and cleavage of the O—N bond using the following steps: a) reacting the hydroxylamine derivative with an alkylating agent or with

o-Iodoxybenzoic Acid (IBX) as a Viable Reagent in the Manipulation of Nitrogen- and Sulfur-Containing Substrates: Scope, Generality, and Mechanism of IBX-Mediated Amine Oxidations and Dithiane Deprotections

o-Iodoxybenzoic acid (IBX), a highly versatile hypervalent iodine(V) reagent, was found to efficiently mediate the dehydrogenation of amines in addition to facilitating the oxidative cleavage of dithioacetals and dithioketals. Through the development of relevant IBX-based protocols, a plethora of useful synthetic intermediates, including imines, oximes, ketones, and aromatic N-heterocycles, were found to be readily accessible under notably mild conditions. Further investigation of these transformations led to the elucidation of valuable mechanistic details, resulting in the conclusion that they proceed via ionic rather than single electron transfer (SET) pathways.

BF3-promoted hydrostannation of N-heteroatom-substituted imines for the reduction of C=N bond

Hydrostannation of N-heteroatom-substituted imines such as oxime ethers, hydrazones, oximes, nitrones, and N-sulfonyl imines using a combination of Bu3SnH and BF3·OEt2 has been systematically studied. Not only aromatic aldimines but also kitimines and aliphatic imines were reduced to give the corresponding amines.