Xu, Hai-Feng’s team published research in Journal of Organic Chemistry in 2021-01-15 | 190788-60-4

Journal of Organic Chemistry published new progress about Amides, secondary Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Category: ethers-buliding-blocks.

Xu, Hai-Feng; Pan, You-Lu; Li, Gang-Jian; Hu, Xu-Yang; Chen, Jian-Zhong published the artcile< Copper(II)-Catalyzed Direct C-H (Hetero)arylation at the C3 Position of Indoles Assisted by a Removable N,N-Bidentate Auxiliary Moiety>, Category: ethers-buliding-blocks, the main research area is arylated indole regioselective preparation; indole arylboronic ester arylation copper catalyst.

The regioselective arylation of inert C3-H bonds in indoles reacting with arylboronates via effective copper-mediated catalysis with the aid of a facile and removable 2-pyridinylisopropyl (PIP) group without ligand participation was reported. This newly established method features high compatibility with diverse functional groups between coupling partners, including both indole substrates and arylboron reagents, consequentially leading to operational simplicity and providing access to generate the desired arylated products I [R = H, 4-Me, 5-MeO, 6-Br, etc.; R1 = Me, Bn; Ar = Ph, 2-thienyl, 3-pyridyl, etc.] in good to excellent yields of up to 97%. Synthetically, the PIP-derived amide moiety could subsequently be readily removed under mild reaction conditions to produce useful indolecarboxylic acids for further transformation.

Journal of Organic Chemistry published new progress about Amides, secondary Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Category: ethers-buliding-blocks.

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

Kwon, Yong-Ju’s team published research in Advanced Synthesis & Catalysis in 2022-04-12 | 190788-60-4

Advanced Synthesis & Catalysis published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Related Products of 190788-60-4.

Kwon, Yong-Ju; Kim, Won-Suk published the artcile< Protecting Group-Controlled Regioselective Synthesis for Unsymmetrical 3,5-Disubstituted Pyridones>, Related Products of 190788-60-4, the main research area is unsym disubstituted pyridone preparation regioselective; dibromo silyloxypyridine Suzuki Miyaura arylation deprotection.

Protecting group-controlled regioselective functionalization of 3,5-dibromo-2-pyridones has been studied for preparation of unsym. 3,5-disubstituted 2-pyridones. A bulky di-tert-butyl(isobutyl)silyl (BIBS) group was utilized for C5 regioselective arylation in Suzuki-Miyaura reactions. Meanwhile, the p-toluenesulfonyl (Ts) group was used to maximize C3 selective halogen-lithium exchange employing flow chem. Most of the reactions proceeded well, with yields of 76 to 95% and excellent regioselectivity. A one-pot synthesis of unsym. 3,5-diaryl-2-pyridones starting from 3,5-dibromo-2-silyloxypyridine was conducted to demonstrate the practical convenience. Further functionalization onto the remaining bromine group, such as transition metal-catalyzed C-C and C-N bond-forming reactions and retro-Brook rearrangement for C-Si bond formation, was accomplished for synthesis of biol. relevant 3,5-disubstituted 2-pyridones. Finally, amrinone and milrinone, commonly used for congestive heart failure, were synthesized in three steps from 3,5-dibromo-2-pyridones in 41% and 56% overall yields, resp.

Advanced Synthesis & Catalysis published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Related Products of 190788-60-4.

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

Ling, Liang’s team published research in Angewandte Chemie, International Edition in 2019 | 190788-60-4

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: CAT (Catalyst Use), RCT (Reactant), SPN (Synthetic Preparation), USES (Uses), RACT (Reactant or Reagent), PREP (Preparation) ((hetero)aryl boronate esters). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Computed Properties of 190788-60-4.

Ling, Liang; He, Yuan; Zhang, Xue; Luo, Meiming; Zeng, Xiaoming published the artcile< Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene-Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles>, Computed Properties of 190788-60-4, the main research area is cyclic aminocarbene rhodium complex preparation catalyst hydrogenation heteroaryl boronate; crystal structure aminocyclohexylboronate ester cyclic aminocarbene rhodium complex; mol structure aminocyclohexylboronate ester cyclic aminocarbene rhodium complex; borylated cycloalkane preparation coupling arylation reaction; heterocycle cis borylated preparation; N-heterocyclic carbenes; boron; hydrogenation; selectivity; transition-metal catalysis.

The authors herein report the hydrogenation of substituted aryl- and heteroaryl boronate esters for the selective synthesis of cis-substituted borylated cycloalkanes and saturated heterocycles. A cyclic (alkyl)(amino)carbene-ligated Rh complex with two di-Me groups at the ortho-alkyl scaffold of the carbene showed high reactivity in promoting the hydrogenation, thereby enabling the hydrogenation of (hetero)arenes with retention of the synthetically valuable boronate group. This process constitutes a clean, atom-economic, as well as chemo- and stereoselective route for the generation of cis-configured, diversely substituted borylated cycloalkanes and saturated heterocycles that are usually elusive and difficult to prepare

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: CAT (Catalyst Use), RCT (Reactant), SPN (Synthetic Preparation), USES (Uses), RACT (Reactant or Reagent), PREP (Preparation) ((hetero)aryl boronate esters). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Computed Properties of 190788-60-4.

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

Jana, Anupam’s team published research in ChemCatChem in 2019 | 608141-42-0

ChemCatChem published new progress about Cross-metathesis (stereoselective). 608141-42-0 belongs to class ethers-buliding-blocks, and the molecular formula is C12H19NO4S, HPLC of Formula: 608141-42-0.

Jana, Anupam; Zielinski, Grzegorz Krzysztof; Czarnocka-Sniadala, Sylwia; Grudzien, Krzysztof; Podwysocka, Dominika; Szulc, Marcin; Kajetanowicz, Anna; Grela, Karol published the artcile< Synthesis of Substituted β-Functionalised Styrenes by Microwave-Assisted Olefin Cross-Metathesis and Scalable Synthesis of Apremilast>, HPLC of Formula: 608141-42-0, the main research area is Apremilast scalable synthesis; styryl sulfone diastereoselective preparation; styrene diastereoselective cross metathesis vinyl sulfone microwave irradiation; allylbenzene isomerization deuteration cross metathesis vinyl sulfone.

Preparation of diversely substituted β-functionalized styrenes R1CH:CHR2 (R1 = Ph, 4-BrC6H4, 3-EtO-4-MeOC6H3, etc.; R2 = MeSO2, Et2NSO2, CHO, EtO2C, etc.) by microwave-assisted olefin cross-metathesis of styrenes R1CH:CH2 with functionalized terminal alkenes R2CH:CH2 is described. This method can be also employed in the synthesis of β-deuterated α,β-unsaturated sulfones from inexpensive allylbenzenes though unprecedented one-pot isomerization/deuteration/cross-metathesis sequence. One of such obtained cross-metathesis products has been utilized in a new scalable synthesis of Apremilast, a potent and orally active phosphodiesterase 4 and tumor necrosis factor-α inhibitor. The same strategy was used in synthesis of ent-Apremilast.

ChemCatChem published new progress about Cross-metathesis (stereoselective). 608141-42-0 belongs to class ethers-buliding-blocks, and the molecular formula is C12H19NO4S, HPLC of Formula: 608141-42-0.

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

Holan, George’s team published research in Bioorganic & Medicinal Chemistry Letters in 1996-01-09 | 10305-42-7

Bioorganic & Medicinal Chemistry Letters published new progress about Insecticides. 10305-42-7 belongs to class ethers-buliding-blocks, and the molecular formula is C3H8ClNO2S, Name: n-Propylsulphamoyl chloride.

Holan, George; Virgona, Chris T.; Watson, Keith G.; Finkelstein, Bruce L. published the artcile< Synthesis, insecticidal and anti-acetylcholinesterase activity of a new class of heterocyclic methanesulfonates>, Name: n-Propylsulphamoyl chloride, the main research area is pyrazoline methanesulfonate preparation insecticide acetylcholinesterase inhibitor.

A series of 3-methanesulfonyloxy-2-pyrazolines I (R1 = Me, Ph, CHMe2, R2 = Me, H, X = CONH2, CONHPh, CONHCMe3, SO2NMe2, etc.) were prepared by mesylation of the corresponding pyrazolidin-3-ones. The compounds exhibited strong insecticidal and anti-acetylcholinesterase activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Insecticides. 10305-42-7 belongs to class ethers-buliding-blocks, and the molecular formula is C3H8ClNO2S, Name: n-Propylsulphamoyl chloride.

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

Eeda, Venkateswararao’s team published research in Organic Process Research & Development in 2021-07-16 | 6482-24-2

Organic Process Research & Development published new progress about Pyrrolopyrimidines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Application of C3H7BrO.

Eeda, Venkateswararao; Awasthi, Vibhudutta published the artcile< Catalyst-Free and Scalable Process for Synthesis of Novel MAP4K4 Inhibitor DMX-5804 and Its Glyco-Conjugates>, Application of C3H7BrO, the main research area is MAP4K4 inhibitor DMX 5804 glyco conjugate preparation.

Here, the process development of scalable and practical synthesis of DMX-5804 I was reported. Process optimization resulted in the following, removal of transition metals from the process and reduced duration of reactions, a streamlined process with significantly improved yields using low-cost raw materials, importantly, microwave-assisted reactions were removed, column purification avoided throughout the process, and crystallized products showed over 95% purity in each step.

Organic Process Research & Development published new progress about Pyrrolopyrimidines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Application of C3H7BrO.

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

Wen, Xiaojin’s team published research in Chemical Science in 2020 | 52244-70-9

Chemical Science published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

Wen, Xiaojin; Li, Xinyao; Luo, Xiao; Wang, Weijin; Song, Song; Jiao, Ning published the artcile< Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is pyrrolidine preparation; alkyl azide cyclization amination.

The intramol. Csp3-H and/or C-C bond amination was very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. A novel intramol. cyclization of alkyl azides for the synthesis of cyclic imines I [Ar = Ph, 4-MeC6H4, 4-OMeC6H4, etc.; R = H, 2-Me, 2-Et, etc.] and tertiary amines II [n = 1, 2] through selective Csp3-H and/or C-C bond cleavage was reported. Two C-N single bonds or a C=N double bond were efficiently constructed in these transformations. The carbocation mechanism differed from the reported metal nitrene intermediates and therefore enabled metal-free and new transformation.

Chemical Science published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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

Guo, Yunhang’s team published research in Journal of Medicinal Chemistry in 2019-09-12 | 6482-24-2

Journal of Medicinal Chemistry published new progress about B-cell lymphoma. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Electric Literature of 6482-24-2.

Guo, Yunhang; Liu, Ye; Hu, Nan; Yu, Desheng; Zhou, Changyou; Shi, Gongyin; Zhang, Bo; Wei, Min; Liu, Junhua; Luo, Lusong; Tang, Zhiyu; Song, Huipeng; Guo, Yin; Liu, Xuesong; Su, Dan; Zhang, Shuo; Song, Xiaomin; Zhou, Xing; Hong, Yuan; Chen, Shuaishuai; Cheng, Zhenzhen; Young, Steve; Wei, Qiang; Wang, Haisheng; Wang, Qiuwen; Lv, Lei; Wang, Fan; Xu, Haipeng; Sun, Hanzi; Xing, Haimei; Li, Na; Zhang, Wei; Wang, Zhongbo; Liu, Guodong; Sun, Zhijian; Zhou, Dongping; Li, Wei; Liu, Libin; Wang, Lai; Wang, Zhiwei published the artcile< Discovery of Zanubrutinib (BGB-3111), a Novel, Potent, and Selective Covalent Inhibitor of Bruton's Tyrosine Kinase>, Electric Literature of 6482-24-2, the main research area is Zanubrutinib BGB3111 Bruton tyrosine kinase inhibitor antitumor.

Aberrant activation of Bruton’s tyrosine kinase (BTK) plays an important role in pathogenesis of B-cell lymphomas, suggesting that inhibition of BTK is useful in the treatment of hematol. malignancies. The discovery of a more selective on-target covalent BTK inhibitor is of high value. Herein, we disclose the discovery and preclin. characterization of a potent, selective, and irreversible BTK inhibitor as our clin. candidate by using in vitro potency, selectivity, pharmacokinetics (PK), and in vivo pharmacodynamic for prioritizing compounds Compound BGB-3111 (31a, Zanubrutinib) demonstrates (i) potent activity against BTK and excellent selectivity over other TEC, EGFR and Src family kinases, (ii) desirable ADME, excellent in vivo pharmacodynamic in mice and efficacy in OCI-LY10 xenograft models.

Journal of Medicinal Chemistry published new progress about B-cell lymphoma. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Electric Literature of 6482-24-2.

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

Dhakshinamoorthy, Amarajothi’s team published research in Catalysis Today in 2021-04-15 | 190788-60-4

Catalysis Today published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, HPLC of Formula: 190788-60-4.

Dhakshinamoorthy, Amarajothi; Garcia, Cristina Valles; Concepcion, Patricia; Garcia, Hermenegildo published the artcile< Arene borylation through C-H activation using Cu3(BTC)2 as heterogeneous catalyst>, HPLC of Formula: 190788-60-4, the main research area is arene borylation carbon hydrogen activation copper MOF catalyst mechanism.

C-H borylation by diborane is an important process to access organoboron compounds Noble metals, including Ir and Rh-based complexes either in the form of homogeneous or heterogeneous catalysts, have been reported to promote arene C-H borylation. Recently, metal organic frameworks (MOFs) having Ir and Co as active sites have been used as catalysts, but they require co-catalysts. In the present study, com. available Cu3(BTC)2 (BTC: 1,3,5-benzenetricarboxylate) MOF is reported as an effective catalyst to promote borylation of arenes through C-H activation employing bis(pinacolato)diboron as reagent leading to benzylic and aromatic borylation products. Interestingly, other related MOFs like MIL-101(Cr) and Al(OH)(BDC) (BDC: 1,4-benzenedicarboxylate) do not exhibit catalytic activity under identical conditions. Mechanistic studies using in-situ IR spectroscopy reveal that Cu ions play a crucial role in activating the arene and B-B bond in bis(pinacolato)diboron.

Catalysis Today published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, HPLC of Formula: 190788-60-4.

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

Zhou, Jianmin’s team published research in Green Chemistry in 2021 | 40925-69-7

Green Chemistry published new progress about Amino phenols Role: PRP (Properties), RCT (Reactant), RACT (Reactant or Reagent). 40925-69-7 belongs to class ethers-buliding-blocks, and the molecular formula is C7H9NO2, Synthetic Route of 40925-69-7.

Zhou, Jianmin; Ma, Zhi-Yuan; Shonhe, Chantale; Ji, Su-Hui; Cai, Yun-Rui published the artcile< TEMPO-catalyzed electrochemical dehydrogenative cyclocondensation of o-aminophenols: synthesis of aminophenoxazinones as antiproliferative agents>, Synthetic Route of 40925-69-7, the main research area is aminophenol TEMPO catalyst electrochem dehydrogenative cyclocondensation green chem; aminophenoxazinone preparation antitumor SAR.

A TEMPO-catalyzed electrosynthetic method allowing the dehydrogenative cyclocondensation of o-aminophenols was reported. This mild and sustainable method proceeded in the absence of stoichiometric oxidants and used an easily available organo-electrocatalyst to access pharmaceutically valuable 2-aminophenoxazinones. Mechanistic studies indicated that the electrochem. generated TEMPO+ enables the oxidative radical homo-dimerization of o-aminophenols. The application of electrosynthesis provides an approach for the synthesis of pseudo-aminophenoxazinone alkaloids with improved structural diversification and bioactivities.

Green Chemistry published new progress about Amino phenols Role: PRP (Properties), RCT (Reactant), RACT (Reactant or Reagent). 40925-69-7 belongs to class ethers-buliding-blocks, and the molecular formula is C7H9NO2, Synthetic Route of 40925-69-7.

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