4914-12-9

Upstream product

• 3958-60-9 2-nitrophenylmethyl bromide 
• 122-52-1 triethyl phosphite 
• 78-40-0 triethyl phosphate 
• 769907-13-3 2-nitrobenzylhydrazine 
• 88-72-2 1-methyl-2-nitrobenzene 
• 762-04-9 phosphonic acid diethyl ester 

Downstream Products

• 2311-84-4 9-(2-nitrobenzylidene)-9H-fluorene 
• 104167-26-2 diethyl <(2-aminophenyl)methyl>phosphonate 
• 98934-24-8 (o-nitrophenyl)-1 N,N-dimethylamino-2 vinylphosphonate de diethyle 
• 217300-83-9 N-<(2'-nitrostilben-2-yl)phenyl>methylcarbamate 
• 217300-86-2 N-<(2'-nitrostilben-2-yl)phenyl>-tert-butylcarbamate 
• 177284-52-5 diethyl α,α-difluoro-2-nitrobenzylphosphonate 
• 5697-85-8 2-(2-phenylethyl)aniline 
• 156049-40-0 (E)-1-isocyano-2-styrylbenzene 
• 375372-32-0 Diethyl [(2-isocyanophenyl)methyl]phosphonate 

Relevant academic research and scientific papers

Synthesis of P-Substituted 5- And 6-Membered Benzo-Phostams: 2,3-Dihydro-1 H-1,2-benzazaphosphole 2-Oxides and 2,3-Tetrahydro-1 H-1,2-benzazaphosphinine 2-Oxides

Several approaches were developed for the preparation of phosphorus-substituted 5- and 6-membered benzophostams. Carbodiimide-promoted cyclization of zwitterionic aminophosphinates derived from a nitrobenzene precursor accomplished the cyclization in good

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Tunable photophysical properties of thiophene based chromophores: A conjoined experimental and theoretical investigation

In this paper we report the synthesis and photophysical properties of six novel thiophene derivatives (ThD) with D-π-A structure. The subject of this work is three nitrophenyls (1) BT-Th-NO2 and three benzonitriles (2) BT-Th-CN, substituted at

Synthesis and nonlinear optical properties of push-pull type stilbene and pyrazoline based chromophores

In this work we present the synthesis, spectroscopic and nonlinear optical properties of push-pull type organic dyes based on 1-phenyl-2-pyrazoline or 4-(dimethylamino)phenyl chromophores as a donor part, and bridged by a double bound ortho- or meta-subst

Discovery and characterization of aryl isonitriles as a new class of compounds versus methicillin- and vancomycin-resistant Staphylococcus aureus

Methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA and VRSA) have emerged as a global health concern. A new class of compounds featuring an aryl isonitrile moiety has been discovered that exhibits potent inhibitory activity against several clinically-relevant MRSA and VRSA isolates. Structure-activity relationship studies have been conducted to identify the aryl isonitrile group as the key functional group responsible for the observed antibacterial activity. The most potent antibacterial aryl isonitrile analogs (MIC 2 μM) did not show any toxicity against mammalian cells up to a concentration of 64 μM.

Aqueous Titanium Trichloride Promoted Reductive Cyclization of o-Nitrostyrenes to Indoles: Development and Application to the Synthesis of Rizatriptan and Aspidospermidine

Treatment of o-nitrostyrenes with aqueous TiCl3 solution at room temperature afforded indoles through a formal reductive C(sp2)-H amination process. A range of functions such as halides (Cl, Br), carbonyl (ester, carbamate), cyano, hydroxy, and amino groups were tolerated. From β,β-disubstituted o-nitrostyrenes, 2,3-disubstituted indoles were formed by a domino reduction/cyclization/migration process. Mild conditions, simple experimental procedure, ready accessibility of the starting materials and good to excellent yields characterize the present transformation. The methodology was used as a key step in a concise synthesis of rizatriptan and a formal total synthesis of aspidospermidine. Mild and efficient treatment of o-nitrostyrenes with aqueous TiCl3 solution at room temperature afforded indoles through a formal reductive C(sp2)-Hamination process. A concise synthesis of a marketed drug (rizatriptan) and a formal total synthesis of aspidospermidine featuring this novel N-heterocyclization process are reported.

Photoisomerization of Trans Ortho-, Meta-, Para-Nitro Diarylbutadienes: A Case of Regioselectivity

A series of ortho-, meta- and para-substituted trans-nitro aryl (phenyl and pyridyl) butadienes have been synthesized and characterized. The effect of substitution and positional selectivity on their fluorescence and photoisomerization were systematically investigated. Among all dienes, meta- and para-nitro phenyl-substituted derivatives exhibit remarkable solvatochromic emission shifts due to intramolecular charge transfer. On the other hand, ortho derivatives undergo regioselective isomerization upon photoexcitation in contrast to inefficient isomerization of para and meta nitro-substituted dienes. Single crystal X-ray analysis revealed existence of intramolecular hydrogen bonding between the nitro group and the hydrogen of the proximal double bond. This restricts the rotation of the proximal double bond thereby allowing regioselective isomerization. The observations were also supported by NMR spectroscopic studies.

A tripodal benzylene-linked trisamidophosphine ligand scaffold: Synthesis and coordination chemistry with group(IV) metals

A new tripodal trisamidophosphine ligand (1) based on the trisbenzylphosphine backbone has been synthesized in three steps starting from NaPH2 and phthaloyl-protected 2-aminobenzyl bromide. At elevated temperatures, 1 reacts directly with M(NMe

Rh2(II)-catalyzed selective aminomethylene migration from styryl azides

Rh2(II)-Carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.

Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: A facile preparation of arylmethyl/heteroarylmethyl phosphonates

A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.