Category: 622-86-6

Fan, Qingqing published the artcileNickel-Catalyzed Sonogashira Coupling Reactions of Nonactivated Alkyl Chlorides under Mild Conditions, Safety of (2-Chloroethoxy)benzene, the main research area is nickel catalyzed Sonogashira coupling reaction nonactivated alkyl halide alkyne; bidentate phosphinobenzenethiol phosphinobenzeneselenol nickel chelate preparation Sonogashira catalyst; crystal structure bidentate phosphinobenzenethiol nickel chloride chelate; mol structure bidentate phosphinobenzenethiol nickel chloride chelate.

The two Ni chlorides 1 and 2 with [P,S] and [P,Se] bidentate ligands, resp., were synthesized and used as catalysts for Sonogashira coupling reaction. Both 1 and 2 are efficient catalysts for Sonogashira C(sp3)-C(sp) coupling reactions. Complex 1 has better catalytic activity than complex 2. In a combination of 1 mol % catalyst loading of 1 and CuI/Cs2CO3/DMSO at 25° for the coupling reactions of alkyl iodides with terminal alkynes, the corresponding coupling products were obtained in moderate to excellent yields. This catalytic system is also suitable for alkyl bromides at 40°. It must be pointed out that with NaI as an additive complex 1 could effectively catalyze the C(sp3)-C(sp) coupling of nonactivated alkyl chlorides with alkynes under mild conditions (50°) with low catalyst loading (1 mol %). Complex 1 is easy to synthesize and has efficient catalytic activity, especially for alkyl chlorides, under mild conditions.

Organometallics published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Safety of (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Zijing published the artcileSynthesis of NHC Pincer Hydrido Nickel Complexes and Their Catalytic Applications in Hydrodehalogenation, Application In Synthesis of 622-86-6, the main research area is nickel bromide pincer complex hydrogenation hydride reagent; hydrido nickel pincer complex preparation catalyst alkyl halide hydrodehalogenation; crystal structure aminocarbeneamine nickel hydride pincer complex; mol structure aminocarbeneamine nickel hydride pincer complex.

The C(carbene)N(amino)N(amine)-pincer Ni(II) bromides (1a – 1c) were hydrogenated to the corresponding Ni(II) hydrides (2a – 2c) by (EtO)3SiH/NaOtBu or NaBH4. These Ni(II) hydrides (2a -2c) were characterized by NMR and IR spectroscopy as well as x-ray diffraction. The catalytic performance of complex 2b for hydrodehalogenation reactions was explored. In a combination of 3 mol% catalyst loading, (EtO)3SiH/NaOtBu/toluene/80° and different reaction time, organic halides were successfully reduced to the related alkanes. A catalytic radical mechanism is proposed and partly verified by experiments

Organometallics published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Application In Synthesis of 622-86-6.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Chu, Guobiao published the artcileA new and more efficient synthesis of methylene acetals, Recommanded Product: (2-Chloroethoxy)benzene, the main research area is methylene acetal preparation alc dichloromethoxytriazine.

A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[1,3,5]triazine (MeOTCT) and DMSO has been developed. Chlorides are the major products for benzyl alcs., while methylene acetals are the major products for secondary alcs. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism is proposed on the basis of the experiments

Synthesis published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Recommanded Product: (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yu, Congjun published the artcileRegioselective Oxidative Arylation of Fluorophenols, Recommanded Product: (2-Chloroethoxy)benzene, the main research area is regioselective oxidative arylation fluorophenol; quinone regioselective preparation; arylated quinone; cross dehydrogenative coupling; fluorophenols; hypervalent iodine; regioselective arylation.

A metal free and highly regioselective oxidative arylation reaction of fluorophenols is described. The relative position of the fluoride leaving group (i.e., ortho or para) controls the 1,2 or 1,4 nature of the arylated quinone product, lending versatility and generality to this oxidative, defluorinative, arylation concept.

Angewandte Chemie, International Edition published new progress about Fluorophenols Role: RCT (Reactant), RACT (Reactant or Reagent). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Recommanded Product: (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jang, Doo Ok published the artcileHighly selective catalytic Friedel-Crafts acylation and sulfonylation of activated aromatic compounds using indium metal, Computed Properties of 622-86-6, the main research area is arene catalytic Friedel Crafts acylation acid chloride indium activator; sulfonyl chloride aryl sulfonylation arene indium activator; aryl ketone preparation selective; sulfone aryl preparation selective.

The Friedel-Crafts acylation of activated benzenes with various aromatic and aliphatic acid chlorides was studied in the presence of indium metal. The reaction was accomplished in high isolated yields under solvent or solvent-less conditions. The method is also applicable for preparing diaryl sulfones from aromatic compounds and aryl sulfonyl chlorides.

Tetrahedron Letters published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Computed Properties of 622-86-6.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Kim, Seoyoung published the artcileNickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides, SDS of cas: 622-86-6, the main research area is chloroarene alkyl chloride nickel pyridine biscyanocarboxamidine cross electrophile coupling; alkylarene preparation.

Alkyl chlorides and aryl chlorides are among the most abundant and stable carbon electrophiles. Although their coupling with carbon nucleophiles is well developed, the cross-electrophile coupling of aryl chlorides with alkyl chlorides has remained a challenge. We report here the first general approach to this transformation. The key to productive, selective cross-coupling is the use of a small amount of iodide or bromide along with a recently reported ligand, pyridine-2,6-bis(N-cyanocarboxamidine) (PyBCamCN). The scope of the reaction is demonstrated with 35 examples (63 ± 16% average yield), and we show that the Br- and I- additives act as cocatalysts, generating a low, steady-state concentration of more-reactive alkyl bromide/iodide.

Journal of the American Chemical Society published new progress about Alkylarenes Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, SDS of cas: 622-86-6.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zheng, Dagui published the artcileNMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides, Name: (2-Chloroethoxy)benzene, the main research area is aliphatic alc arylsulfonyl chloride NMP chlorination; alkyl chloride preparation.

NMP-mediated chlorination of aliphatic alcs. has been developed for the synthesis of alkyl chlorides. This facile, efficient and practical approach used simple and readily available aryl sulfonyl chlorides as the chlorination reagent for the construction of C-Cl bond in good to excellent yields with mild conditions and broad substrate scope.

Synthetic Communications published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Name: (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Zijing published the artcileSonogashira reactions of alkyl halides catalyzed by NHC [CNN] pincer nickel(II) complexes, Safety of (2-Chloroethoxy)benzene, the main research area is nickel CNN pincer NHC carbene complex preparation Sonogashira catalyst; Sonogashira coupling catalyst nickel carbene pincer complex preparation; crystal structure nickel CNN pincer imidazolylidene carbene complex; mol structure nickel CNN pincer imidazolylidene carbene complex.

CNN-Pincer carbene nickel complexes I (6-8; R = iPr, Bu, PhCH2; X = Cl Br) were prepared and evaluated as catalysts for Sonogashira coupling of alkyl halides. The catalytic performance of complexes 6-8 for Sonogashira cross-coupling reactions was explored. In a combination of 5 mol% catalyst loading of 6 and CuI/Cs2CO3/NaI/DMSO at different temperatures for the coupling reactions between alkyl iodides, bromides, chlorides and terminal alkynes, the corresponding coupling products were obtained in moderate to excellent yields. The mechanism of these catalytic reactions was discussed and partially supported by experiments The phenylethynyl CNN pincer nickel complex 9 as a catalytically active complex was isolated and structurally characterized using X-ray diffraction.

New Journal of Chemistry published new progress about Alkynes, internal Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Safety of (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hardcastle, Ian R. published the artcileRationally designed analogs of tamoxifen with improved calmodulin antagonism, HPLC of Formula: 622-86-6, the main research area is tamoxifen analog preparation calmodulin antagonism structure; antiestrogen tamoxifen analog calmodulin antagonism structure; breast tumor inhibition tamoxifen analog structure.

Computerized mol. modeling studies on the interactions of the antiestrogen tamoxifen and its analogs bound to the calcium-binding protein calmodulin have guided the rational design of more potent antagonists. Compounds with either three or four methylene units in the basic side chain or slim lipophilic 4-substituents were expected to be more potent. All compounds were tested for antagonism of the calmodulin-dependent activity of cAMP phosphodiesterase and for binding affinity to the estrogen receptor from rat uteri. Some compounds were assayed for cytotoxicity against MCF-7 breast tumor cells in vitro. Introduction of lipophilic 4-substituents was accomplished by using palladium(0)-catalyzed coupling reactions with a 4-iodinated precursor. Both the 4-ethynyl and 4-Bu compounds were more potent calmodulin antagonists than tamoxifen. Extension of the basic aminoethoxy side chain of 4-iodotamoxifen and idoxifene ((E)-1-[4-[2-(N-pyrrolidino)ethoxy]phenyl]-1-(4-iodophenyl)-2-phenyl-1-butene) by one or two methylene units resulted in modest gains in calmodulin antagonism. All the compounds assayed retained estrogen receptor-binding characteristics. The compound possessing the optimal combination of calmodulin antagonism and estrogen receptor binding was (E)-1-[4-[3-(N-pyrrolidino)propoxy]phenyl]-1-(4-iodophenyl)-2-phenyl-1-butene (IC50 = 1.1 μM, receptor binding affinity = 23). Correlation between calmodulin antagonism and cytotoxicity was demonstrated for selected compounds

Journal of Medicinal Chemistry published new progress about Antiestrogens Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, HPLC of Formula: 622-86-6.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Salteris, Constantinos S. published the artcileOrtho-directed lithiation of ω-phenoxyalkanethiols and N,N-dimethyl-ω-phenoxyalkylamines. Crystal structure of bis[o-[(2-dimethylamino)ethoxy]phenyl]mercury, Safety of (2-Chloroethoxy)benzene, the main research area is crystal mol structure mercury aminoethoxyphenyl preparation; ortho lithiation phenoxyalkanethiol phenoxyalkylamine.

ω-Phenoxyalkanethiols, PhO(CH2)nSH (n = 2-6) were prepared and ortho-metalated with two equiv BuLi in THF/methylcyclohexane. Carboxylation and subsequent acidic hydrolysis of the resulting dilithiated species yielded the corresponding o-(ω-mercaptoalkoxy)benzoic acids in 30-78% yields%. The previously reported methodol. for the ortho-lithiation of (2-dimethylamino)ethoxy-benzene by BuLi in ether was extended to higher members of this class, PhO(CH2)nNMe2 with n = 2-4. The resulting organolithiums react normally with electrophilic reagents, benzaldehyde (n = 2-4), benzophenone (n = 2-4) and dichlorodiphenylsilane (n = 2) in yields of 63-77%; reaction with 0.5 molar equiv of mercuric dichloride (n = 2) afforded the bis[o-[(2-dimethylamino)ethoxy]phenyl]mercury in a 78% yield, the crystal structure of which was determined

Main Group Metal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent) (phenoxyalkylamines). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Safety of (2-Chloroethoxy)benzene.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem