Month: November 2022

Feng, Fang-Fang published the artcileTungsten-Catalyzed Transamidation of Tertiary Alkyl Amides, HPLC of Formula: 1885-29-6, the main research area is tertiary alkyl amide transamidation tungsten catalyst.

Transamidation has recently emerged as a straightforward and convenient means to diversify amides. However, the kinetically and thermodynamically demanding transamidation of notoriously robust, fully alkyl-substituted tertiary amides still remains a longstanding challenge. Here, a method for the activation of tertiary alkyl amides to streamline transamidation using simple tungsten(VI) chloride as a catalyst and chlorotrimethylsilane as an additive is described. The highly electrophilic and oxophilic tungsten catalyst enables the selective scission of a C-N bond of tertiary alkyl amides to effect transamidation of a myriad of structurally and electronically diverse tertiary alkyl amides and amines. Mechanistic study implies that the synergistic effect of the catalyst and the additive could pronouncedly induce the nucleophilic acyl substitution of tertiary alkyl amide with amine to realize transamidation.

ACS Catalysis published new progress about Transamidation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Xueguo published the artcileRhodium(III)-catalyzed chemodivergent annulations between phenyloxazoles and diazos via C-H activation, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is isocoumarin preparation regioselective chemoselective; isoquinolinone preparation regioselective chemoselective; diazo compound phenyloxazole carboxylic acid cyclization rhodium catalyst.

Acid-controlled, chemodivergent and redox-neutral annulations for the synthesis of isocoumarins I (R = t-Bu, 4-bromophenyl, cyclohexyl, thiophen-2-yl, etc.; R1 = Me, Et, Ph; R2 = Me, Et, t-Bu) and isoquinolinones II (R3 = t-Bu, heptyl, furan-2-yl, etc.) have been realized via Rh(III)-catalyzed C-H activation. Diazo compounds R1C(O)C(=N2)C(O)OR2 act as a carbene precursor, and coupling occurs in one-pot process, where adipic acid and trimethylacetic acid promote chemodivergent cyclizations.

Chinese Chemical Letters published new progress about C-H bond activation (chemo-, regioselective). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ghosh, Tridev published the artcileKOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines, SDS of cas: 1885-29-6, the main research area is amine amide transamidation potassium butoxide; amide preparation; potassium butoxide transamidation mediator.

This work discloses transamidation of primary and tertiary amides with a range of aryl, heteroaryl, and aliphatic amines using potassium tert-butoxide. The reaction proceeds at room temperature under transition-metal-free conditions providing secondary amides in high yields. Moreover, reaction of cyclopropyl amine with tertiary amides proceeds with ring-opening to provide a rapid access to enamides.

Organic Letters published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, SDS of cas: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Steen, E. Johanna L. published the artcileLipophilicity and Click Reactivity Determine the Performance of Bioorthogonal Tetrazine Tools in Pretargeted In Vivo Chemistry, HPLC of Formula: 100-70-9, the main research area is lipophilicity click reactivity bioorthogonal labeled tetrazine trans cyclooctene antibody.

The development of highly selective and fast biocompatible reactions for ligation and cleavage has paved the way for new diagnostic and therapeutic applications of pretargeted in vivo chem. The concept of bioorthogonal pretargeting has attracted considerable interest, in particular for the targeted delivery of radionuclides and drugs. In nuclear medicine, pretargeting can provide increased target-to-background ratios at early time-points compared to traditional approaches. This reduces the radiation burden to healthy tissue and, depending on the selected radionuclide, enables better imaging contrast or higher therapeutic efficiency. Moreover, bioorthogonally triggered cleavage of pretargeted antibody-drug conjugates represents an emerging strategy to achieve controlled release and locally increased drug concentrations The toolbox of bioorthogonal reactions has significantly expanded in the past decade, with the tetrazine ligation being the fastest and one of the most versatile in vivo chemistries. Progress in the field, however, relies heavily on the development and evaluation of (radio)labeled compounds, preventing the use of compound libraries for systematic studies. The rational design of tetrazine probes and triggers has thus been impeded by the limited understanding of the impact of structural parameters on the in vivo ligation performance. In this work, we describe the development of a pretargeted blocking assay that allows for the investigation of the in vivo fate of a structurally diverse library of 45 unlabeled tetrazines and their capability to reach and react with pretargeted trans-cyclooctene (TCO)-modified antibodies in tumor-bearing mice. This study enabled us to assess the correlation of click reactivity and lipophilicity of tetrazines with their in vivo performance. In particular, high rate constants (>50 000 M-1 s-1) for the reaction with TCO and low calculated logD7.4 values (below -3) of the tetrazine were identified as strong indicators for successful pretargeting. Radiolabeling gave access to a set of selected 18F-labeled tetrazines, including highly reactive scaffolds, which were used in pretargeted PET imaging studies to confirm the results from the blocking study. These insights thus enable the rational design of tetrazine probes for in vivo application and will thereby assist the clin. translation of bioorthogonal pretargeting.

ACS Pharmacology & Translational Science published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction (for preparation of 18F-labeled tetrazines). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zeng, Linwei published the artcileRhodium-Catalyzed Atroposelective Click Cycloaddition of Azides and Alkynes, Computed Properties of 1885-29-6, the main research area is triazole preparation enantioselective; azide alkyne atroposelective click cycloaddition rhodium catalyst; Atroposelectivity; Click Chemistry; Cycloaddition; Rhodium Catalysis; Triazoles.

Herein, a rhodium-catalyzed enantioselective click cycloaddition of azides R1N3 (R1 = benzyl, 2-naphthyl, pyridin-3-yl, etc.) and alkynes R3CCR2 (R2 = Ph, 2-naphthyl, cyclopropyl, etc.; R3 = 2-hydroxynaphthalen-1-yl, 6-bromo-2-hydroxynaphthalen-1-yl, 6-hydroxyquinolin-5-yl, etc.) for rapid and modular access to atropisomeric triazoles I in excellent yields and enantioselectivities was reported. The process is mild, efficient and scalable, and features broad substrate scope.

Angewandte Chemie, International Edition published new progress about Atropisomers. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Computed Properties of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Shengqing published the artcilePhotoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine, Category: nitriles-buliding-blocks, the main research area is aryl alkene pyridine carbonitrile iridium catalyst photochem regioselective pyridylation.

A catalytic, branch-selective pyridylation of alkenes via a sulfinate assisted photoredox catalysis was reported. This reaction proceeded through a sequential radical addition/coupling/elimination, by utilizing readily available sodium sulfinates as reusable radical precursors as well as traceless elimination groups. This versatile protocol allows for the installation of important vinylpyridines with complete branched selectivity under mild conditions. Furthermore, this catalytic manifold was successfully applied to the expedient synthesis of Triprolidine.

Nature Communications published new progress about Cross-coupling reaction catalysts (photochem., regioselective). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hori, Hiroto published the artcileCobalt-catalyzed cyclization with the introduction of cyano, acyl and aminoalkyl groups, HPLC of Formula: 1885-29-6, the main research area is heterocycle preparation regioselective chemoselective; olefin cyclization cobalt catalyst.

An efficient synthesis of carbo- and heterocycles, e.g., I using C=C, C=O and C=N bonds under cobalt catalysis has been described. The substituents on olefins, e.g., di-Et ((2-[N-(prop-2-en-1-yl)(4-methoxyphenyl)sulfonamido]phenyl)carbonyl)phosphonate are key for controlling the regio- and chemoselectivity in the initial hydrogen atom transfer step and quaternary carbons are efficiently constructed under mild conditions. Cyclopropane cleavage and tandem cyclization give highly functionalized bicyclic skeletons in a single operation.

Organic & Biomolecular Chemistry published new progress about Chemoselectivity. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Jankins, Tanner C. published the artcileLow-valent tungsten redox catalysis enables controlled isomerization and carbonylative functionalization of alkenes, Name: Picolinonitrile, the main research area is pyrrolidine dione preparation regioselective; alkene carbon monoxide isomerization hydrocarbonylation tungsten catalyst.

The simple W(0) precatalyst W(CO)6 catalyzed the isomerization of alkenes RNHC(O)R1 [R = pyridin-2-ylmethyl, benzyl, quinolin-8-yl, etc; R1 = but-3-en-1-yl, 3-methylidenecyclobutyl, (3Z)-4-(4-bromophenyl)but-3-en-1-yl, etc.] to inactivated internal positions and subsequent hydrocarbonylation with CO were reported. The six- to seven-coordinate geometry changes that are characteristic of the W(0)/W(II) redox cycle and the conformationally flexible directing group are key factors in allowing isomerization to take place over multiple positions and stop at a defined inactivated internal site that is primed for in situ functionalization.

Nature Chemistry published new progress about Carbonylation catalysts, reductive (regioselective). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Name: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Moore, Jared T. published the artcileCatalytic alkene cyclization reactions for the stereoselective synthesis of complex “”terpenoid-like”” heterocycles, Formula: C9H9NO2, the main research area is terpenoid like heterocyclic compound preparation stereoselective synthesis.

A new catalytic synthesis of densely substituted tetrahydroquinoline derivatives is described. This reaction forms up to two rings, three bonds and three stereogenic centers with excellent stereocontrol and regiocontrol in a single step. Although control experiments demonstrate that the active catalyst is protic acid, Sc(OTf)3 serves as an effective and practical pre-catalyst. The scope of this reaction is demonstrated with cyclization reactions and bicyclization reactions. The synthesis of the target compounds (terpenoid derivatives) was achieved using geraniol derivatives as intermediates. The title compounds thus formed included a quinoline thioether derivative (I) and an isoquinoline derivative (II) and related substances, such as selenium ether derivatives

Chemical Science published new progress about Bicyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Qi, Jing published the artcileNew Radical Borylation Pathways for Organoboron Synthesis Enabled by Photoredox Catalysis, Name: Phthalonitrile, the main research area is organoboron preparation photoredox catalysis mechanism electron transfer calculation borylation; crystal structure mol cyanoaryl boronate preparation; radical borylation photoredox catalysis; N-heterocyclic carbenes; borylations; organoborons; photocatalysis; radicals.

Radical borylation using N-heterocyclic carbene (NHC)-BH3 complexes as boryl radical precursors has emerged as an important synthetic tool for organoboron assembly. However, the majority of reported methods are limited to reaction modes involving carbo- and/or hydroboration of specific alkenes and alkynes. Moreover, the generation of NHC-boryl radicals relies principally on hydrogen atom abstraction with the aid of radical initiators. A distinct radical generation method is reported, as well as the reaction pathways of NHC-boryl radicals enabled by photoredox catalysis. NHC-boryl radicals are generated via a single-electron oxidation and subsequently undergo cross-coupling with the in-situ-generated radical anions to yield gem-difluoroallylboronates. A photoredox-catalyzed radical arylboration reaction of alkenes was achieved using cyanoarenes as arylating components from which elaborated organoborons were accessed. Mechanistic studies verified the oxidative formation of NHC-boryl radicals through a single-electron-transfer pathway.

Angewandte Chemie, International Edition published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Name: Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts