Tag: M.W=100-150

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

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

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

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

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

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

Wang, Zhen published the artcileElemental Sulfur-Promoted Aerobic Dehydrogenative Aromatization of Cyclohexanones with Amines, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is dialkyl phenylenediamine naphthylamine preparation; cyclohexanone amine aerobic dehydrogenative aromatization sulfur.

Herein, an elemental sulfur-promoted aerobic dehydrogenation system for the synthesis of N,N’-dialkyl-o-phenylenediamines I (R = H, Me, C6H5, etc.; R1 = i-Pr, c-hexyl, c-pentyl, etc.) and N-substituted 2-naphthylamines II (R1 = c-hexyl, C6H5, 4-ClC6H4, etc.) is reported . Readily available cyclohexanones and amines (especially alkylamines) are transformed smoothly to target products. Aromatic amines can be achieved from all aliphatic reagents under aerobic metal-free reaction conditions. Control reactions show that the combinational use of elemental sulfur and mol. oxygen is exceptionally essential for this dehydrogenative aromatization.

Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (naphthylamines). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Akram, Manjur O. published the artcileLigand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines, Computed Properties of 1885-29-6, the main research area is ligand enabled gold catalyzed carbon nitrogen cross coupling; cross coupling aryl iodide amine high valent gold intermediate.

The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.

Organic Letters published new progress about Aryl iodides 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, Computed Properties of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Hanning published the artcileTriarylamine-based porous coordination polymers performing both hydrogen atom transfer and photoredox catalysis for regioselective α-amino C(sp3)-H arylation, Computed Properties of 100-70-9, the main research area is triarylamine based porous coordination polymer photocatalyst preparation; benzylamine regioselective preparation; amine benzonitrile alpha amino CH arylation coordination polymer photocatalyst.

Herein, a heterogeneous approach to combination of hydrogen atom transfer (HAT) and photoredox catalysis for regioselective C-H arylation of benzylamines was presented. The different mol. sizes and coordination modes of ligands, tricarboxytriphenylamine (H3TCA) and tris(4-(pyridinyl)phenyl)amine (NPy3), in one coordination polymer consolidated triarylamine (Ar3N) moiety into a special structural intermediate, which enhanced chem. and thermal stability of polymers and diminished structural relaxation during catalytic process. The inherent redox potentials of Ar3N moieties prohibited in situ formed Ar3N ·+ to earn an electron from C(sp3)-H nucleophiles, but allowed abstraction of a hydrogen atom from C(sp3)-H nucleophiles, enabling formation of C(sp3) · radical and cross-coupling reaction to proceed at most electron-rich sites with excellent regioselectivity. The new heterogeneous photoredox HAT approach skipped several interactions between transient species during typical synergistic SET/HAT cycles, demonstrating a promising redox-economical and reagent-economical heterogeneous platform that had not been reported for α-amino C-H arylation to form benzylamine derivatives Control experiments based on monoligand coordination polymers suggested that mixed-ligand approach improved photochem. and photophys. properties, providing important insight into rational design and optimization of recyclable photocatalysts for rapid access to complex bioactive mols. and late-stage functionalized pharmaceuticals.

Chemical Science published new progress about Arylation catalysts (photochem., regioselective). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Hanning published the artcileTriarylamine-based porous coordination polymers performing both hydrogen atom transfer and photoredox catalysis for regioselective α-amino C(sp3)-H arylation, Safety of Phthalonitrile, the main research area is triarylamine based porous coordination polymer photocatalyst preparation; benzylamine regioselective preparation; amine benzonitrile alpha amino CH arylation coordination polymer photocatalyst.

Herein, a heterogeneous approach to combination of hydrogen atom transfer (HAT) and photoredox catalysis for regioselective C-H arylation of benzylamines was presented. The different mol. sizes and coordination modes of ligands, tricarboxytriphenylamine (H3TCA) and tris(4-(pyridinyl)phenyl)amine (NPy3), in one coordination polymer consolidated triarylamine (Ar3N) moiety into a special structural intermediate, which enhanced chem. and thermal stability of polymers and diminished structural relaxation during catalytic process. The inherent redox potentials of Ar3N moieties prohibited in situ formed Ar3N ·+ to earn an electron from C(sp3)-H nucleophiles, but allowed abstraction of a hydrogen atom from C(sp3)-H nucleophiles, enabling formation of C(sp3) · radical and cross-coupling reaction to proceed at most electron-rich sites with excellent regioselectivity. The new heterogeneous photoredox HAT approach skipped several interactions between transient species during typical synergistic SET/HAT cycles, demonstrating a promising redox-economical and reagent-economical heterogeneous platform that had not been reported for α-amino C-H arylation to form benzylamine derivatives Control experiments based on monoligand coordination polymers suggested that mixed-ligand approach improved photochem. and photophys. properties, providing important insight into rational design and optimization of recyclable photocatalysts for rapid access to complex bioactive mols. and late-stage functionalized pharmaceuticals.

Chemical Science published new progress about Arylation catalysts (photochem., regioselective). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Safety of Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts