94623-63-9

Upstream product

• 86-73-7 9H-fluorene 
• 41085-71-6 bromamine T 
• 70-55-3 toluene-4-sulfonamide 
• 7080-50-4 chloramine-T hydrate 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 1940-57-4 9H-fluoren-9-yl bromide 
• 1203-68-5 2-Phenylbenzaldehyde 
• 4083-64-1 Tosyl isocyanate 
• 1689-64-1 9-Fluorenol 
• 98-80-6 phenylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1292302-62-5 N-(2-phenylbenzylidene)-4-methylbenzenesulfonamide 
• 525-03-1 9-aminofluorene 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 15718-00-0 1-(9H-fluoren-9-ylidene)-2-phenylhydrazine 
• 486-25-9 9-fluorenone 

Relevant academic research and scientific papers

PhI(OAc)2and iodine-mediated synthesis ofN-alkyl sulfonamides derived from polycyclic aromatic hydrocarbon scaffolds and determination of their antibacterial and cytotoxic activities

The development of new approaches toward chemo- and regioselective functionalization of polycyclic aromatic hydrocarbon (PAH) scaffolds will provide opportunities for the synthesis of novel biologically active small molecules that exploit the high degree of lipophilicity imparted by the PAH unit. Herein, we report a new synthetic method for C-X bond substitution that is speculated to operateviaa N-centered radical (NCR) mechanism according to experimental observations. A series of PAH sulfonamides have been synthesized and their biological activity has been evaluated against Gram-negative and Gram-positive bacterial strains (using a BacTiter-Glo assay) along with a series of mammalian cell lines (using CellTiter-Blue and CellTiter-Glo assays). The viability assays have resulted in the discovery of a number of bactericidal compounds that exhibit potency similar to other well-known antibacterials such as kanamycin and tetracycline, along with the discovery of a luciferase inhibitor. Additionally, the physicochemical and drug-likeness properties of the compounds were determined experimentally and usingin silicoapproaches and the results are presented and discussed within.

A Mononuclear Nonheme Iron(V)-Imido Complex

Mononuclear nonheme iron(V)-oxo complexes have been reported previously. Herein, we report the first example of a mononuclear nonheme iron(V)-imido complex bearing a tetraamido macrocyclic ligand (TAML), [(TAML)FeV(NTs)]? (1). The spectroscopic characterization of 1 revealed an S = 1/2 Fe(V) oxidation state, an Fe - N bond length of 1.65(4) ?, and an Fe - N vibration at 817 cm-1. The reactivity of 1 was demonstrated in C - H bond functionalization and nitrene transfer reactions.

Achieving One-Electron Oxidation of a Mononuclear Nonheme Iron(V)-Imido Complex

A mononuclear nonheme iron(V)-imido complex bearing a tetraamido macrocyclic ligand (TAML), [FeV(NTs)(TAML)]- (1), was oxidized by one-electron oxidants, affording formation of an iron(V)-imido TAML cation radical species, [FeV(NTs)(TAML+?)] (2); 2 is a diamagnetic (S = 0) complex, resulting from the antiferromagnetic coupling of the low-spin iron(V) ion (S = 1/2) with the one-electron oxidized ligand (TAML+?). 2 is a competent oxidant in C-H bond functionalization and nitrene transfer reaction, showing that the reactivity of 2 is greater than that of 1.

Facile synthesis of indene and fluorene derivatives through AlCl3-catalyzed cyclization of in situ formed iminium ions

A simple AlCl3-catalyzed condensation/cyclization cascade process between aldehydes and sulfonamide is reported, in which two new bonds and one five-membered ring are simultaneously formed with water as the byproduct. This method provides a rapid access to indenamine and 9-aminofluorene derivatives. Additionally, these products can be transformed into corresponding indanones and fluorenones under the developed conditions.

Lewis acid-catalyzed tandem synthesis of 9-sulfonylamino- and 9-arylfluorenes

A Lewis acid-catalyzed three-step tandem synthesis of 9-arylfluorene was developed by simply heating a mixture of 2-formyl biphenyl, TsNCO and an arene. In the absence of arene, a two-step tandem synthesis of 9-sulfonylaminofluorene was achieved. These ad

Synthesis of N-Sulfonyl Arylaldimines Developed by Retesting an Old Process

By simply heating the mixture of an arylaldehyde and a sulfonylisocyanate in a solvent or in neat form under catalyst- and additive-free conditions, the desired N-sulfonylimine was produced with the release of carbon dioxide. The method is characterized b

Nonheme iron-mediated amination of C(sp3)-H bonds. Quinquepyridine-supported iron-imide/nitrene intermediates by experimental studies and DFT calculations

The 7-coordinate complex [Fe(qpy)(MeCN)2](ClO4) 2 (1, qpy = 2,2′:6′,2″:6″, 2′′′:6′′′,2′′′′- quinquepyridine) is a highly active nonheme iron catalyst for intra- and intermolecular amination of C(sp3)-H bonds. This complex effectively catalyzes the amination of limiting amounts of not only benzylic and allylic C(sp3)-H bonds of hydrocarbons but also the C(sp3)-H bonds of cyclic alkanes and cycloalkane/linear alkane moieties in sulfamate esters, such as those derived from menthane and steroids cholane and androstane, using PhI=NR or "PhI(OAc)2 + H2NR" [R = Ts (p-toluenesulfonyl), Ns (p-nitrobenzenesulfonyl)] as nitrogen source, with the amination products isolated in up to 93% yield. Iron imide/nitrene intermediates [Fe(qpy)(NR)(X)]n+ (CX, X = NR, solvent, or anion) are proposed in these amination reactions on the basis of experimental studies including ESI-MS analysis, crossover experiments, Hammett plots, and correlation with C-H bond dissociation energies and with support by DFT calculations. Species consistent with the formulations of [Fe(qpy)(NTs)2] 2+ (CNTs) and [Fe(qpy)(NTs)]2+ (C) were detected by high-resolution ESI-MS analysis of the reaction mixture of 1 with PhI=NTs (4 equiv). DFT calculations revealed that the reaction barriers for H-atom abstraction of cyclohexane by the ground state of 7-coordinate C NTs and ground state of C are 15.3 and 14.2 kcal/mol, respectively, in line with the observed high activity of 1 in catalyzing the C-H amination of alkanes under mild conditions.

Direct substitution of hydroxy group of π-activated alcohols with electron-deficient amines using Re2O7 catalyst

The first example of simple Re2O7-catalyzed direct dehydrative coupling between allylic alcohols with electron-deficient amines has been achieved under mild and open flask conditions. The protocol has also been successfully applied t

Au(iii)-catalyzed intermolecular amidation of benzylic C-H bonds

Au(iii)-catalyzed intermolecular amidations of benzylic C-H bonds with sulfonamides and carboxamides are described. The protocol with the Au-bipy complex/N-bromosuccinimide system provides practical applications for synthesis of various amides via C-H activations. The reaction proceeds with high efficiency to give the corresponding amines, which are extremely useful synthetic intermediates.

Transition-metal-free benzylic C-H bond intermolecular amination utilizing chloramine-T and I2

An intermolecular benzylic C-H bond amination utilizing the combination of chloramine-T and I2 without the aid of transition-metal catalysts has been developed. The reaction was found applicable to a variety of benzene-substituted alkanes, as w