1666-14-4

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 22959-81-5 1,2-dihydro-1-hydroxy-2-(4-methylbenzenesulfonyl)-2,3,1,-benzodiazaborine 
• 40138-16-7 2-formylbenzene boronic acid 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 611-20-1 salicylonitrile 
• 90-02-8 salicylaldehyde 

Downstream Products

• 1266334-13-7 2-(4-fluorobenzyl)benzofuran 
• 1034519-10-2 2-(3-phenylpropyl)benzo[b]furan 
• 1266334-12-6 2-(3-methylbenzyl)benzofuran 
• 1266334-14-8 2-(4-(trifluoromethyl)benzyl)benzofuran 
• 4265-14-9 2-benzylbenzofuran 
• 1266334-11-5 2-(4-methylbenzyl)benzofuran 
• 93514-42-2 2-phenylchromene 
• 88348-42-9 2-(4-methylphenyl)-2H-chromene 
• 1532560-20-5 2-(m-tolyl)-2H-chromene 
• 41786-36-1 2-(4-methoxyphenyl)-2H-chromene 
• 33871-82-8 4-(2H-chromen-2-yl)-N,N-dimethylbenzenamine 
• 1362478-99-6 2-(4-fluorophenyl)-2H-chromene 
• 1393641-92-3 2-(4-bromophenyl)-2H-chromene 
• 1362479-03-5 2-(4-(trifluoromethyl)phenyl)-2H-chromene 

Relevant academic research and scientific papers

Enantioselective Synthesis of Axially Chiral Benzothiophene/Benzofuran-Fused Biaryls by N-Heterocyclic Carbene Catalyzed Arene Formation

Axially chiral biaryl scaffolds are prevalent in natural products, chiral ligands, and organocatalysts. However, N-heterocyclic carbene (NHC) catalyzed de novo construction of an aromatic ring with concomitant axial chirality induction for the synthesis o

Diazaborines Are a Versatile Platform to Develop ROS-Responsive Antibody Drug Conjugates**

Antibody–drug conjugates (ADCs) are a new class of therapeutics that combine the lethality of potent cytotoxic drugs with the targeting ability of antibodies to selectively deliver drugs to cancer cells. In this study we show for the first time the synthesis of a reactive-oxygen-species (ROS)-responsive ADC (VL-DAB31-SN-38) that is highly selective and cytotoxic to B-cell lymphoma (CLBL-1 cell line, IC50 value of 54.1 nM). The synthesis of this ADC was possible due to the discovery that diazaborines (DABs) are a very effective ROS-responsive unit that are also very stable in buffer and in plasma. DFT calculations performed on this system revealed a favorable energetic profile (ΔGR=?74.3 kcal mol?1) similar to the oxidation mechanism of aromatic boronic acids. DABs’ very fast formation rate and modularity enabled the construction of different ROS-responsive linkers featuring self-immolative modules, bioorthogonal functions, and bioconjugation handles. These structures were used in the site-selective functionalization of a VL antibody domain and in the construction of the homogeneous ADC.

Sterically Demanding AgI and CuI N-Heterocyclic Carbene Complexes: Synthesis, Structures, Steric Parameters, and Catalytic Activity

The synthesis and full characterization of new air-stable AgI and CuI complexes bearing structurally bulky expanded-ring N-heterocyclic carbene (erNHC) ligands is presented. The condensation of protonated NHC salts with Ag2/sub

Facile access to 2,2-diaryl 2: H -chromenes through a palladium-catalyzed cascade reaction of ortho -vinyl bromobenzenes with N -tosylhydrazones

A palladium-catalyzed cascade reaction of ortho-vinyl bromobenzenes with N-tosylhydrazones has been developed, which provides a facile approach to 2,2-disubstituted 2H-chromenes. The migration of palladium from the aryl to vinyl position is crucial, as the in situ produced vinyl palladium intermediate could further react with diazo compounds to generate the reactive species for the sequential annulation. This journal is

Dearomative Dienolate-Mediated Catalysis: A Remote Activation Strategy for Asymmetric Functionalization of Benzylic C-H Bonds of Heteroaryl Aldehydes

A dearomative remote activation strategy for the asymmetric functionalization of benzylic C-H bonds of heteroaryl aldehydes under bifunctional Br?nsted base catalysis has been developed. The in situ generated o-QDMs-type dienolate intermediates were effic

N-Tosyl Hydrazone Precursor for Diazo Compounds as Intermediates in the Synthesis of Aluminum Complexes

The one-pot reaction of LAlH2 (1; L = HC(CMeNAr)2, Ar = 2,6-iPr2C6H3) with N-tosyl hydrazone as a precursor for preparing the diazo intermediate resulted in an aluminum compound with the composition L

Synthesis and antifungal activity of substituted salicylaldehyde hydrazones, hydrazides and sulfohydrazides

Efficient synthetic procedures for the preparation of acid hydrazines and hydrazides were developed by converting the corresponding carboxylic acid into the methyl ester catalyzed by Amberlyst-15, followed by a reaction with hydrazine monohydrate. Sulfohydrazides were prepared from the corresponding sulfonyl chlorides and hydrazine monohydrate. Both of these group of compounds were condensed with substituted salicylaldehydes using gradient concentration methods that generated a large library of hydrazone, hydrazide and sulfohydrazide analogs. Antifungal activity of the prepared analogs showed that salicylaldehyde hydrazones and hydrazides are potent inhibitors of fungal growth with little to no mammalian cell toxicity, making these analogs promising new targets for future therapeutic development.

Palladium-catalyzed coupling of N-tosylhydrazones and β-bromostyrene derivatives: New approach to 2H-chromenes

2H-Chromene is an important structural motif that exists in natural products and non-natural compounds possessing interesting biological activities. In this investigation, a highly efficient approach toward 2H-chromenes has been developed based on palladium-catalyzed coupling of N-tosylhydrazones and β-bromostyrenes. The mechanism of this reaction is proposed that involves the formation of vinyl palladium by carbene migratory insertion and the intramolecular nucleophilic substitution. This journal is

One-pot transformation of nitriles into aldehyde tosylhydrazones

Reduction of various nitriles with Raney nickel and sodium hypophosphite in aqueous acetic acid and pyridine in the presence of tosylhydrazine gave the corresponding aldehyde tosylhydrazones in good yield.

Study of Photochromism in Benzenesulphonylhydrazones

Photochromic behaviour of benzenesulphonylhydrazone derivatives has been investigated in crystalline state, ethanol-ether (2:1) and PMMA matrix at liquid air temperature (-180 deg C).Benzenesulphonylhydrazones containing ortho-hydroxy group in the aldehydic ring showed reversible colour change on irradiation (365 nm) in solid state and rigid matrices in liquid air temperature.Whereas the presence of electron-withdrawing groups at C5-position in the salicylidene ring affected the formation of photo-coloured product.Hydrazones of o-nitrobenzaldehyde did not show photochromic change and irreversible spectra were obtained on irradiation of their methanolic solution at room temperature.