835872-99-6

Upstream product

• 29289-13-2 2-iodo-4-methylaniline 
• 74-88-4 methyl iodide 
• 106-49-0 p-toluidine 
• 14618-59-8 N-(tert-butoxycarbonyl)-4-methylaniline 
• 693803-44-0 tert-butyl N-p-tolyl-N-methylcarbamate 
• 103-89-9 4-Methylacetanilide 
• 917-54-4 methyllithium 

Downstream Products

• 835873-01-3 4-(tert-butyldimethylsilanyloxy)-N-(2-iodo-4-methylphenyl)-N-methylbenzamide 
• 1111227-00-9 4-azido-N-(2-iodo-4-methylphenyl)-N-methylbenzamide 
• 1220125-91-6 2-(diphenylphosphinothioyl)-1,5-dimethyl-3-phenylindole 
• 1220126-04-4 C₂₈H₂₄NPS 
• 1383675-30-6 2-iodo-N,4-dimethyl-N-(prop-2-ynyl)benzenamine 
• 1383675-46-4 1-benzyl-5,8-dimethyl-4,5-dihydro-1H-[1,2,3]triazolo[4,5-c]quinoline 
• 1207518-08-8 N-methyl-4-methyl-2-(2-phenylethynyl)phenylamine 
• 1093116-14-3 1-[5-methyl-2-(methylamino)phenyl]ethanone 
• 33682-62-1 3,6-dimethylbenzo[d]thiazole-2(3H)-thione 

Relevant academic research and scientific papers

Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization

A palladium-catalyzed strategy is presented to synthesize unsymmetrically linked heterocycles within stereoselective tetrasubstituted olefins. This reaction is proposed to occur via a vinyl-PdII intermediate capable of initiating the cyclizatio

Cycloisomerization of Carbamoyl Chlorides in Hexafluoroisopropanol: Stereoselective Synthesis of Chlorinated Methylene Oxindoles and Quinolinones

Hexafluoroisopropanol (HFIP) was employed as an additive for the generation of 3-(chloromethylene)oxindoles via the chloroacylation of alkyne-tethered carbamoyl chlorides. This reaction avoids the use of a metal catalyst and accesses products in high yields and stereoselectivities. Additionally, this reaction is scalable and proved amenable to a series of product derivatizations, including the synthesis of nintedanib. The reactivity of alkene-tethered carbamoyl chlorides with hexafluoroisopropanol (HFIP) was harnessed towards the synthesis of 2-quinolinones.

Photoinduced [3+2] Annulation of Alkene with o-Iodoanilines: An Expedient Approach to Indolines

A highly regioselective [3+2] cyclization of alkenes with 2-iodoanilines under the irradiation of UV light is described. This general, metal-free strategy facilitates the direct preparation of 2-mono-/disubstituted indolines as well as spiroindolines through alkene carboamination in one step. Mechanistic studies suggested that the photochemical protocol proceeded via a radical pathway.

A catalyst-free and additive-free method for the synthesis of benzothiazolethiones from: O -iodoanilines, DMSO and potassium sulfide

Under catalyst-free and additive-free conditions, a novel, convenient, eco-friendly method for the synthesis of benzothiazolethiones has been developed. The three-component reaction of o-iodoanilines and K2S with DMSO proceeded smoothly and the corresponding benzothiazolethiones were obtained with good isolated yields. Meanwhile, this method could be used for the synthesis of thioureas from primary diamines. Furthermore, mechanism research showed that DMSO not only functioned as a carbon source, but also as a mild oxidant in this reaction.

Thermolysis and radiofluorination of diaryliodonium salts derived from anilines

Aniline-derived diaryliodonium salts were synthesized and functionalized in good to excellent yields by judicious utilization of electron-withdrawing protecting groups. This simple approach opens another route to radiolabeling amino arenes in relatively complex molecules, such as flutemetamol.

Gold-Catalyzed Cascade Cyclization of 2-Alkynyl-N-Propargylanilines by Rearrangement of a Propargyl Group

Gold catalysis enables direct construction of tetracyclic fused indolines through the migration of a propargyl substituent from an aniline nitrogen atom to the C3-position of an indole from 2-alkynyl-N-propargylanilines. This reaction provides rapid access to fused three-dimensional indolines in a single operation with the formation of four bonds and three rings.

Copper-Catalyzed Three-Component Synthesis of Benzothiazolethiones from o-Iodoanilines, Isocyanide, and Potassium Sulfide

An efficient copper catalyzed strategy for the synthesis of a variety of benzothiazolethione derivatives has been developed. In the presence of CuCl, the three-component reaction of o-iodoanilines and K2S with p-toluenesulfonylmethyl isocyanide proceeded smoothly to obtain the corresponding benzothiazolethiones in good to excellent isolated yields. Notably, isocyanide functioned as a carbon source and K2S functioned as a sulfur source in this reaction.

Silver-catalyzed incorporation of carbon dioxide into o-alkynylaniline derivatives

Benzoxazine-2-one derivatives are important heterocycle structures because of their various pharmaceutical activities, though their synthetic methods had been limited. In some cases, toxic reagents, such as phosgene or carbon monoxide, are required. It was found that a silver catalyst successfully promoted the incorporation of CO2 into o-alkynylanilines to afford the corresponding benzoxazine-2-ones bearing Z exo-olefin via 6-exo-dig cyclization at the activated C-C triple bond.

A CuAAC/Ullmann C-C coupling tandem reaction: Copper-catalyzed reactions of organic azides with N -(2-Iodoaryl)propiolamides or 2-iodo- N -(prop-2-ynyl)benzenamines

A novel copper-catalyzed tandem reaction was developed by utilizing two famous copper-catalyzed reactions, CuAAC and Ullmann coupling. The trapping of the C-Cu intermediate produced in CuAAC led to further formation of an aryl C-C bond through intramolecu

Radical cyclization approach to spirocyclohexadienones

(Chemical Equation Presented) Cyclization of an aryl radical at the ipso position of a p-O-aryl-substituted acetamide or benzamide generates oxindoles or quinolones bearing spirocyclohexadienone rings. This versatile reaction is applied to formal synthese