50535-17-6

Upstream product

• 615-36-1 2-bromoaniline 
• 62-53-3 aniline 
• 615-43-0 2-iodophenylamine 
• 552-16-9 ortho-nitrobenzoic acid 
• 32488-51-0 ortho-deuterated nitrobenzene 
• 880384-47-4 di-tert-butyl (2-bromophenyl)carbamate 
• 914785-66-3 tert-butyl (phenyl-2-d)carbamate 

Downstream Products

• 1082470-52-7 methyl (Z)-3-(2'-deuteriophenylamino)but-2-enoate 
• 1243273-04-2 N-(2-deuteriophenyl)-2-aminopyridine 
• 1309672-35-2 C₁₃H₁₅⁽²⁾HN₂O 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 1313761-05-5 2-(2-deuterophenyl)quinazolin-4(3H)-one 
• 612-96-4 2-Phenylquinoline 
• 1398743-43-5 C₁₅H₁₀⁽²⁾HN 
• 169214-12-4 [2'-²H]acetanilide 
• 1351438-42-0 3,5-dimethyl-N-(phenyl-2-d)benzamide 
• 70874-47-4 phenylisocyanate-D₁ 
• 92-82-0 Phenazin 
• 127881-56-5 1-deuteriophenazine 
• 914785-66-3 tert-butyl (phenyl-2-d)carbamate 

Relevant academic research and scientific papers

Microwave-enhanced metal- and acid-catalysed hydrogen isotope exchange reactions

The benefits of using microwaves to accelerate the rates of hydrogen isotope exchange reactions are illustrated by reference to heterogeneous and homogeneous metal-catalysed reactions as well as to homogeneous acid- catalysed reactions. The results show that good incorporation of deuterium is obtained in very short time intervals, typically 20 min, and that the approach has considerable potential for the labeling of a wide range of compounds with both deuterium and, by implication, tritium.

Copper(ii) mediatedorthoC-H alkoxylation of aromatic amines using organic peroxides: efficient synthesis of hindered ethers

Synthesis of hindered alkyl aryl ether derivatives (R-O-Ar) remains a huge challenge and highly desirable in organic and medicinal chemistry because extensive substitution on the ether bond prevents the undesired metabolic process and thus avoids rapid de

Rhodium-catalyzed directed C–H functionalization of 2-arylindazoles with diazotized Meldrum's acid

A rhodium-catalyzed alcohol-mediated ortho-functionalization of 2-aryl-2H-indazoles through sequential C-H activation and carbenoid insertion with diazotized Meldrum's acid was developed. Using the 2H-indazole as the directing group and alcohol as the alk

Organocatalyst in Direct C(sp2)-H Arylation of Unactivated Arenes: [1-(2-Hydroxyethyl)-piperazine]-Catalyzed Inter-/Intra-molecular C-H Bond Activation

This article describes the identification of 1-(2-hydroxyethyl)-piperazine as a new, cost-effective, highly efficient organocatalyst, which promotes both inter- A nd intra-molecular direct C(sp2)-H arylations of unactivated arenes in the presence of potassium tert-butoxide. While the inter-molecular C-H arylation of unactivated benzenes with aryl halides (Ar-X; X = I, Br, Cl) toward biaryl syntheses underwent smoothly in the presence of only 10 mol percent organocatalyst, the intra-molecular C-H arylation catalytic system composed of 40 mol percent each of the catalyst and the additive (4-dimethylaminopyridine (DMAP)). The novel catalyst was also able to perform both inter- A nd intra-molecular direct arylations simultaneously in a single pot. The mechanistic studies confirmed the involvement of aryl radical anions and proceeded via a single-electron-transfer (SET) mechanism. The large substrate scope, high functional group tolerance, competition experiments, gram-scale synthesis, and kinetic studies further highlight the importance and versatile nature of the methodology as well as the compatibility of the new catalyst. To the best of our knowledge, this is the first report on any organocatalyst that reported detailed investigations of both inter- A nd intra-molecular direct C(sp2)-H arylations of unactivated arenes in a single representation.

Electrocatalytic Deuteration of Halides with D2O as the Deuterium Source over a Copper Nanowire Arrays Cathode

Precise deuterium incorporation with controllable deuterated sites is extremely desirable. Here, a facile and efficient electrocatalytic deuterodehalogenation of halides using D2O as the deuteration reagent and copper nanowire arrays (Cu NWAs) electrochemically formed in situ as the cathode was demonstrated. A cross-coupling of carbon and deuterium free radicals might be involved for this ipso-selective deuteration. This method exhibited excellent chemoselectivity and high compatibility with the easily reducible functional groups (C=C, C≡C, C=O, C=N, C≡N). The C?H to C?D transformations were achieved with high yields and deuterium ratios through a one-pot halogenation–deuterodehalogenation process. Efficient deuteration of less-active bromide substrates, specific deuterium incorporation into top-selling pharmaceuticals, and oxidant-free paired anodic synthesis of high-value chemicals with low energy input highlighted the potential practicality.

Rhodium-Catalyzed Reaction of Azobenzenes and Nitrosoarenes toward Phenazines

A rhodium-catalyzed annulative reaction between azobenzenes and nitrosoarenes has been developed, leading to a series of phenazines in moderate to good yields. This procedure proceeds with sequential chelation-assisted addition of aryl C-H to nitrosoarenes and ring closure by electrophilic attack of azo group to aryl. During this transformation, the azo group served as not only a traceless directing group but also a building block in the final products.

A Copper-Catalyzed Tandem C–H ortho-Hydroxylation and N–N Bond-Formation Transformation: Expedited Synthesis of 1-(ortho-Hydroxyaryl)-1H-indazoles

A facile, one-pot synthesis of 1H-indazoles featuring a Cu-catalyzed C–H ortho-hydroxylation and N–N bond-formation sequence with the use of pure oxygen as the terminal oxidant was developed. The reaction of readily available 2-arylaminobenzonitriles with

ISOTOPOLOGUES OF ISOQUINOLINONE AND QUINAZOLINONE COMPOUNDS AND USES THEREOF AS PI3K KINASE INHIBITORS

Provided are isotopologues of isoquinolinone and quinazolinone compounds of formula (ΑΒ') that modulate PI3 kinase activity, processes for the preparation of the compounds, pharmaceutical compositions comprising the compounds, and methods of treatment of

Ruthenium catalyzed intramolecular C-S coupling reactions: Synthetic scope and mechanistic insight

A ruthenium catalyzed intramolecular C-S coupling reaction of N-arylthioureas for the synthesis of 2-aminobenzothiazoles has been developed. Kinetic, isotope labeling, and computational studies reveal the involvement of an electrophilic ruthenation pathwa

Oxidant-switchable selective synthesis of 2-aminobenzimidazoles via c-h amination/acetoxylation of guanidines

The iodine(III) compound promoted C-H amination and tandem C-H amination/acetoxylation of guanidines are achieved for the first time to provide efficiently 2-aminobenzimidazoles and acetoxyl-substituted 2-aminobenzimidazoles, respectively. The amount and