Category: 1885-29-6

Guo, Rui published the artcileDevelopment of Novel Phosphino-Oxazoline Ligands and Their Application in Asymmetric Alkynlylation of Benzylic Halides, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is chiral alkyne preparation enantioselective copper phosphino oxazoline; benzo fused cyclic bromide silyl benzyl coupling.

A new set of stereochem. diverse phosphino-oxazoline ligands derived from simple L-amino acids and 2-(diphenylphosphanyl)benzoic acid were developed. Those mono anionic tridentated N,N,P-ligands promote the Cu-catalyzed enantioselective radical coupling of terminal alkynes with a broad range of benzylic halides including benzo-fused cyclic α-halides and α-silyl benzyl halides in high yield and excellent enantioselectivity under mild reaction conditions. With multi distinct sites for structural modification, a diverse pool of chiral N,N,P-ligands is readily accessed, allowing for rapid optimization of the ligand structure for a specific substrate. Notably, the enantioselective alkynlylation of benzylic halides bonds in benzo-cyclic mols. has also been realized for the first time.

Chinese Journal of Chemistry published new progress about Alkynes, aryl Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Li, Liping published the artcileExperimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is dibenzothiazocine dioxide dibenzoazocinone preparation stereoselective chemoselective regioselective rhodium catalyst; vinyl aryl amide Intramol dehydrogenative cross coupling; benzamide witting reaction vinyl aniline preparation.

Described herein is an unusual Cp*CyRh(III)-catalyzed intramol. site-specific aryl C-H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams I (R1 = H, 9-Me, 7-Cl, etc; R2 = Me, Et, Ph, 4-Br-C6H4; R3 = H, 2-Me, 3-OMe, etc.)and II (X = CO, PO-Ph; Ar = Ph, 2-Me-C6H4, Naph, Py, etc.) with broad substrate/functional group tolerance. Exptl. and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C-H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)-hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.

Organic Letters published new progress about Aromatic amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

de Oliveira Lima Filho, Edson published the artcileMechanochemical Thiocyanation of Aryl Compounds via C-H Functionalization, Quality Control of 1885-29-6, the main research area is aryl thiocyanate mechanochem synthesis ball milling thiocyanation arene; ball milling thiocyanation aniline phenol anisole thioanisole indole.

Aryl thiocyanate compounds are important building blocks for the synthesis of bioactive compounds and intermediates for several functional groups. Reported thiocyanation reactions via C-H functionalization have limited substrate scope and low RME. The ball-milling method reported here uses ammonium persulfate and ammonium thiocyanate as reagents and silica as a grinding auxiliary. It afforded aryl thiocyanates with moderate to excellent yields for a wide variety of aryl compounds (36 examples, 8-96% yield), such as anilines, phenols, anisoles, thioanisole, and indole, thus tolerating substrates with sensitive functional groups. New products such as benzo[d][1,3]oxathiol-2-ones were obtained with C-4 substituted phenols. Thus, to our knowledge, we report, for the first time, aryl thiocyanation reaction by ball-milling at room temperature and solvent-free conditions, with short reaction times and no workup. Anal. of several mass-based green metrics indicates that it is an efficient greener method.

ACS Omega published new progress about Anisoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Quality Control of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yu, Caiyun published the artcileSynthesis of N-Arylindoles from 2-Alkenylanilines and Diazonaphthalen-2(1H)-ones through Simultaneous Indole Construction and Aryl Introduction, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is indolyl naphthalenol green preparation; alkenylaniline diazonaphthalenone tandem intramol cyclization oxidative aromatization catalyst ruthenium.

In this paper, an efficient synthesis of N-arylindoles I [R1 = H, 5-Me, 6-t-Bu, etc.; R2 = Me, Et, Ph, etc.; R3 = H, Me; R2R3 = (CH2)3, (CH2)4; R4 = H, 6-Me, 7-OEt, etc.] through the cascade reaction of 2-alkenylanilines with diazonaphthalen-2(1H)-ones was presented. Mechanistically, this reaction involved the generation of a Ru-carbene complex from diazonaphthalen-2(1H)-one, followed by carbene N-H bond insertion with 2-alkenylaniline, intramol. cyclization, and oxidative aromatization. In this reaction, the Ru(II) complex acted as a multifunctional catalyst to promote not only the carbene formation but also the intramol. cyclization and the dehydrogenative aromatization. Meanwhile, air acted as a green and cost-effective oxidant. To our knowledge, this was the first example in which N-arylindoles I were synthesized through simultaneous introduction of the N-aryl unit and construction of the indole scaffold. Notable advantages of this method included readily accessible and halide-free substrates, additive-free reaction conditions, good efficiency, excellent atom economy, and compatibility with diverse functional groups. In addition, the utility of the product thus obtained was showcased by its diverse structural transformations.

Journal of Organic Chemistry published new progress about Aromatization (oxidative). 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

Seki, Masahiko published the artcileRegioselective C-H Azidation of Anilines and Application to Synthesis of Key Intermediate for Pharmaceutical, Synthetic Route of 1885-29-6, the main research area is aniline copper catalyst regioselective C H azidation; azidoaniline preparation.

A catalytic system for regioselective C-H azidation of inactive anilines were developed. In the presence of CuSO4·5H2O, simultaneous addition of NaN3 and Na2S2O8 to aqueous CH3CN solution of free anilines under weakly acidic conditions (pH 4.5) smoothly underwent C-H azidation to provide corresponding α-azidated products in high yields. Me α-azidoanthranilate obtained by this method were readily transformed via simple reduction followed by cyclization to Me 2-ethoxybenzimidazol-7-carboxylate, a key intermediate for antihypertensive Candesartan Cilexetil.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Takahashi, Yusuke published the artcileA Practical Procedure for Regioselective Bromination of Anilines, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is bromoaniline green preparation regioselective; aniline oxidative bromination copper catalyst.

A highly practical procedure for the preparation of bromoanilines ArNH2 [Ar = 2-O2N-4-BrC6H3, 2,4-di-BrC6H3, 2-Br-4-ClC6H3, etc.] by using copper-catalyzed oxidative bromination was developed. Treatment of free anilines with readily available NaBr and Na2S2O8 in the presence of a catalytic amount of CuSO4·5H2O enabled regioselective bromination.

Synthesis published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Hu, Fang-Peng published the artcileLewis-acid-promoted cyclization reaction: synthesis of N3-chloroethyl and N3-thiocyanatoethyl quinazolinones, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is chloroethyl thiocyanatoethyl quinazolinone preparation green chem; benzoyl chloride dihydrooxazolylaniline cyclization Lewis acid.

A Lewis-acid-promoted cyclization reaction of benzoyl chlorides with 2-(4,5-dihydrooxazol-2-yl)anilines, which can offer a series of N3-chloroethyl quinazolinones, is disclosed. The reaction is compatible with the functional groups of the substrates; environment-friendly AlCl3 is probably the chloride source. Moreover, the addition of NH4SCN can also produce a range of N3-thiocyanatoethyl quinazolinones in moderate-to-good yields.

New Journal of Chemistry published new progress about Benzoyl chlorides 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, Safety of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Heydari, Somayyeh published the artcileA green and efficient solvent- and catalyst-free ultrasonic dibenzylation procedure, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is dibenzyl compound preparation green chem solventless; aromatic amine benzyl bromide ultrasonic dibenzylation.

A greener improvement was achieved for the synthesis of diverse N,N-dibenzylated compounds RN(CH2C6H5)2 (R = Ph, 3-bromophenyl, 4-hydroxyphenyl, etc.) from the reaction of various aromatic amines RNH2 with benzyl bromide using the ultrasound irradiation in solvent- and catalyst-free conditions. The dibenzylation reactions were carried out in different solvents and solvent-free conditions under ultrasound irradiation at various temperatures The yields were very low in all applied solvents, while in the solvent-free condition and at room temperature, the yields were excellent. Due to obtaining the high reaction yields, the catalyst was not used.

Chemistry & Chemical Technology published new progress about Benzyl compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Xie, Wuchen published the artcileC-H chlorination of (hetero)anilines via photo/organo co-catalysis, Related Products of nitriles-buliding-blocks, the main research area is chloro aniline chemoselective preparation photochem; aniline carbon hydrogen chlorination catalyst tetra carbazolyl benzenedicarbonitrile chlorosuccinimide.

Herein, a photo-redox and organo co-catalyzed chlorination method for anilines to gave chloro-anilines ArNR1R2 [Ar = 4-ClC6H4, 3,4-di-Cl-5-FC6H2, 4-Cl-2,5-di-FC6H2, etc.; R1 = H, Me; R2 = H, Me, C(O)Me, Ph, pyrimidin-2-yl; R1R2 = (CH2)2N(CH3)(CH2)2] was disclose. This method had great substrate generality and excellent mono-chlorination selectivity. Another merit of this method was the late-stage modification of drug mols., which would be useful in medicinal chem.

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, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dass, Reuben published the artcileAn efficient synthesis of 4-Thiocyanato anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O, Related Products of nitriles-buliding-blocks, the main research area is thiocyanatoaniline preparation; aniline ammonium thiocyanate thiocyanation.

Treatment of a variety of 2(3)-mono-substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.2 equiv) in DMSO:H2O (9:1) at 70°C gave the corresponding 4-thiocyanato-2(3)-substituted anilines ArSC≡N [Ar = 4-OH-3-MeC6H3, 4-NH2-3-BrC6H3, 3-isoquinolyl, etc.] in excellent isolated yields (60-99%; ave. yield for all anilines = 90%). The reaction worked well for substrates with 2-halo, 2-alkoxy, 2-aryloxy, 2-alkyl, 2-dialkylamino, 2-N-sulfonylamino, 2-alkyn-1-yl, 2-cyano, 2-acyl, 2-sulfonyl, and 2-heteroaryl substitution. 3-Substituted, 3,5- or 2,6-disubstituted anilines and substituted phenols were also well tolerated. 4-Substituted anilines gave the corresponding 2-aminobenzothiazole products ArSC≡N, whereas 4-, 5-, 6-, or 7-substituted indoles were not reactive. Regioselective thiocyanation of 2-quinoline, 3-amino-1-methylpyrazole, 2-amino-4-phenylthiazole, and 2-phenylimidazo[1,2-a] pyridine was achieved in 93-99% yield, thus demonstrating the broad-substrate scope for this thiocyanation reaction.

Tetrahedron Letters published new progress about Cyanation catalysts, thiocyanation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts