87885-90-3

Upstream product

• 1235027-06-1 2-(2-bromophenyl)-N-(4-chlorophenyl)acetamide 
• 106-39-8 bromochlorobenzene 
• 551-93-9 2-aminoacetophenone 
• 128271-18-1 1-(4-chlorophenyl)-1,3-dihydro-2H-indol-2-one 
• 1679-18-1 4-Chlorophenylboronic acid 
• 91-56-5 indole-2,3-dione 
• 637-87-6 1-Chloro-4-iodobenzene 
• 918163-19-6 1-(2-((4-chlorophenyl)amino)phenyl)ethanone 
• 106-47-8 4-chloro-aniline 
• 41374-66-7 methyl 2-[(4-chlorophenyl)amino]-2-oxoacetate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 87885-92-5 C₂₆H₁₆Cl₂N₄O₃ 
• 28561-79-7 1-(4-chloro-phenyl)-1,2-dihydro-indazol-3-one 

Relevant academic research and scientific papers

Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Acid-promoted synthesis and photophysical properties of substituted acridine derivatives

A simple and efficient synthetic protocol for the preparation of acridinium esters and amides through the cyclization and esterification or amidation of isatins with alcohols or amines as nucleophiles in the presence of CF3SO3H is established. A series of polycyclic acridine derivatives bearing large π-conjugated systems were obtained in high yields, including some key intermediates for the synthesis of biologically active molecules. The photophysical properties of these synthesized acridines were investigated, demonstrating that the sulfur heterocyclic acridine 9w was obtained in a high quantum yield. This journal is

NaI-mediated divergent synthesis of isatins and isoindigoes: A new protocol enabled by an oxidation relay strategy

A new approach for the synthesis of isatins and isoindigoes by an inexpensive and environmentally friendly NaI-mediated transformation is disclosed. The selectivity could be switched by simply varying the solvent, and isatins (using THF) and isoindigoes (using DMSO) could be obtained in moderate to excellent yields.

2-Aminophenones, a common precursor to N-aryl isatins and acridines endowed with bioactivities

Because N-arylation of isatin only worked with iodoferrocene (and in low yield), we employed N-arylation of 2-aminophenones and subsequent oxidative cyclization to access various N-arylated isatins. In the course of this work, we observed that N-arylation using 2-iodofuran, 2-iodobenzofuran and 2-iodobenzothiophene did not lead to the expected derivatives, but to (benzo)furo- and (benzo)thieno[2,3-b]quinolines. Separate cyclization was also performed under acidic conditions on 2-(arylamino)phenones in order to obtain acridines and related compounds. Most of the synthesized compounds were screened for their antiproliferative activity in A2058 melanoma cells, and against a panel of disease-relevant kinases such as mammalian CDK5/p25, PIM1, CLK1, DYRK1A, GSK3α/β Haspin and leishmanial CK1. The biological results are reported.

Copper-catalyzed intramolecular oxidative C(sp3)-H amidation of 2-aminoacetophenones: Efficient synthesis of indoline-2,3-diones

An efficient synthesis of diverse indoline-2,3-diones from 2-aminoacetophenones through copper-catalyzed intramolecular C(sp3)-H amidation is developed. The reaction proceeds in DMSO by using O2 as the sole oxidant to provide the desired products in moderate to good yields.

An efficient route to synthesize isatins by metal-free, iodine-catalyzed sequential C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones

A novel molecular I2-catalyzed synthesis of isatins through C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones with excellent yields up to 97% under transition metal, base, additive, peroxide and ligand free conditions is described. The present protocol is suitable for gram scale synthesis of isatins and retained its high yield. Further, the synthetic utility of this present reaction towards synthesis of bioactive 3-hydroxy-2-oxindoles and oxindoles is demonstrated. This journal is

Selenium-promoted intramolecular oxidative amidation of 2-(arylamino)acetophenones for the synthesis of N-arylisatins

A convenient method for the synthesis of N-arylisatins from 2-(arylamino)acetophenones by using SeO2 as an oxidant is described. Various substituted N-arylisatins were selectively obtained in good to excellent yields. The reaction tolerates a wide range of functionalities. Copyright

Copper-catalyzed tandem oxidative cyclization of arylacetamides: Efficient access to N-functionalized isatins

An efficient copper-catalyzed synthesis of N-substituted isatins has been developed in good yields from easily accessible arylacetamides. A wide range of electronically and structurally varied nitrogen fragments could be assembled through this tandem C-O/C-N bond-forming process by tuning the reaction conditions.

Synthesis of N-arylisatins using different heterogeneous catalyst under microwave irradiations

N-Arylisatins having both biological and medical properties are synthesized by the reaction of methyl-2-oxo-2-(arylamino)acetates and arynes using NaHCO3 in presence of different heterogeneous catalyst under microwave irradiations in high yield in shorter

Synthesis of n-arylisatins using nay heterogeneous catalyst under microwave irradiations

N-Arylisatins are synthesized in high yield in shorter reaction time by the reaction of 2-oxo-2-(Arylamino)acetates and arynes using NaY heterogeneous catalyst under microwave irradiations.