Category: 3893-18-3

Dzieszkowski, Krzysztof; Baranska, Izabela; Rafinski, Zbigniew published the artcile< Construction of Dihydropyrido[2,3-d]pyrimidine Scaffolds via Aza-Claisen Rearrangement Catalyzed by N-Heterocyclic Carbenes>, Synthetic Route of 3893-18-3, the main research area is dihydropyridopyrimidine preparation; aza Claisen rearrangement nitrogen heterocyclic carbene catalyst; unsaturated enal cyclic vinylogous amide aza Claisen rearrangement.

N-Heterocyclic carbenes (NHCs) catalyzing aza-Claisen rearrangement of α,β-unsaturated enals with cyclic vinylogous amides under oxidative conditions generating potentially biol. active dihydropyridinone-fused uracils have been developed. This strategy represents a unique NHC-activation-based path with the use of 6-aminouracils as stable α,β-diEWG cyclic vinylogous amides for the efficient synthesis of bicyclic N-unprotected lactams similar to those in many useful drugs.

Journal of Organic Chemistry published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (cyclic vinylogous amides). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Synthetic Route of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jin, Jia; Ye, Xiaoqing; Boateng, Derrick; Dai, Kaili; Ye, Fei; Du, Pengfei; Yu, Han published the artcile< Identification and characterization of potent and selective inhibitors targeting protein tyrosine phosphatase 1B (PTP1B)>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is PTP1B type 2 diabetes protein tyrosine phosphatase 1B; Dihydropyridine thione; PTP1B; Selective inhibitors; TCPTP; Type 2 diabetes.

Protein tyrosine phosphatase 1B (PTP1B) plays an important role in the neg. regulation of insulin and leptin signaling. The development of small mol. inhibitors targeting PTP1B has been validated as a potential therapeutic strategy for Type 2 diabetes (T2D). In this work, we have identified a series of compounds containing dihydropyridine thione and particular chiral structure as novel PTP1B inhibitors. Among those, compound 4b(I, CAS 2071719-61-2) showed moderate activity with IC50 value of 3.33 μM and meanwhile with good selectivity (>30-fold) against TCPTP. The further MOA study of PTP1B demonstrated that I is a substrate-competitive inhibitor. The binding mode anal. suggested that I simultaneously occupies the active site and the second phosphotyrosine (pTyr) binding site of PTP1B. Furthermore, the cell viability assay of I showed tolerable cytotoxicity in L02 cells, thus I may be prospectively used to further in vivo study.

Bioorganic & Medicinal Chemistry Letters published new progress about Enzyme kinetics. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Viveki, Amol B.; Pol, Mahesh D.; Halder, Priyanka; Sonavane, Sameer R.; Mhaske, Santosh B. published the artcile< Annulation of Enals with Carbamoylpropiolates via NHC-Catalyzed Enolate Pathway: Access to Functionalized Maleimides/Iso-maleimides and Synthesis of Aspergillus FH-X-213>, Electric Literature of 3893-18-3, the main research area is maleimide preparation; isomaleimide preparation diastereoselective; carbamoylpropiolate unsaturated aldehyde heterocyclization heterocyclic carbene catalyst.

Herein, the N-heterocyclic carbene (NHC)-catalyzed [3+2] annulation of α,β-unsaturated aldehydes RCH=CHC(O)H (R = cyclohexyl, Ph, anthracen-9-yl, pyridin-3-yl, etc.) with carbamoylpropiolates R1NHC(O)CCC(O)OCH2CH3 (R1 = Ph, hexyl, 4-methylcyclohexyl, 4-nitrophenyl, etc.) and di-Et 4,4′-(hexane-1,6-diylbis(azanediyl))bis(4-oxobut-2-ynoate) via an unusual enolate pathway leading to the construction of highly functionalized maleimides I or isomaleimides II and III was reported. The electronic effect imposed by the alkyl/aryl group present on the amide nitrogen of carbamoylpropiolates plays a crucial role in the selective formation of these important five-membered heterocyclic building blocks I, II and III. The developed protocol is mild and tolerates a wide range of substituents on both substrates. The application of this protocol in the synthesis of the antibacterial natural product Aspergillus FH-X-213 IV has also been demonstrated.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lathrop, Stephen P.; Rovis, Tomislav published the artcile< Asymmetric Synthesis of Functionalized Cyclopentanones via a Multicatalytic Secondary Amine/N-Heterocyclic Carbene Catalyzed Cascade Sequence>, Formula: C9H7BrO, the main research area is alkyl aryl enal dicarbonyl diketone ketoester secondary amine addition; heterocyclic carbene intramol diastereoselective regioselective enantioselective crossed benzoin; cyclopentanone stereoselective preparation.

A one-pot, asym. multi-catalytic formal [3+2] reaction between 1,3-dicarbonyls and α,β-unsaturated aldehydes is described. The multi-catalytic process involves a secondary amine catalyzed Michael addition followed by a N-heterocyclic carbene catalyzed intramol. crossed benzoin reaction to afford densely functionalized cyclopentanones with high enantioselectivities. The reaction proceeds with a variety of alkyl and aryl enals as well as a range of 1,3-dicarbonyls (diketones and β-ketoesters). The functionalized products are obtained from cheap, readily available starting materials in a rapid and efficient manner in a one-pot, one-step operation.

Journal of the American Chemical Society published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Ping; Zhang, Xueguo; Chen, Baohua published the artcile< Direct synthesis of 2,4,5-trisubstituted imidazoles and di/tri-substituted pyrimidines via cycloadditions of α,β-unsaturated ketones/aldehydes and N'-hydroxyl imidamides>, Application of C9H7BrO, the main research area is hydroxyamidine phenyl arylpropenone iron catalyst iodine promoter cycloaddition; aroyl phenylimidazole regioselective preparation green chem; unsaturated carbonyl compound hydroxyamidine iron catalyst cycloaddition green chem; diarylpyrimidine regioselective preparation.

An efficient route for the synthesis of 5-acetylimidazoles and di/trisubstituted pyrimidines via iron-catalyzed cross-dehydrogenative coupling (CDC), with excellent tolerance and yields was developed. α,β-Unsaturated aldehydes/ketones and N’-hydroxyl imidamides underwent [3+2] and [3+3] cycloadditions in two processes, involving iron-mediated Michael reaction, Robinson Annulation and 1,5-electrocyclization.

Tetrahedron Letters published new progress about [3+2] Cycloaddition reaction (regioselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Thanikachalam, Venugopal; Jayabharathi, Jayaraman; Karunakaran, Uthirapathy; Anudeebhana, Jagathratchagan; Thilagavathy, Shanmugam; Sivaraj, Seker published the artcile< Angular shaped AIE generator based luminophores for mechanochromism: An explosive sensor>, Reference of 3893-18-3, the main research area is aggregation induced emission enhancement generator based luminophore mechanochromism.

We have synthesized (E)-N,N-diphenyl-4-(2-(2-(4′-(1,2,2-triphenylvinyl)-[1,1′-biphenyl]- 4-yl)vinyl)- 1H-phenanthro[9,10-d]imidazol-1-yl)aniline (TPE-DBPPI) and (E)- 2-(4′-(2-(1-(4-(diphenylamino)phenyl)- 1H-phenanthro[9,10-d]imidazol-2-yl)vinyl)-[1,1′-biphenyl]- 4-yl)- 3,3-diphenylacrylonitrile (TPA-PPICN) consist of triphenylamine (donor), phenanthroimidazole (acceptor) and tetraphenylethylene (AIE generator). The twisted TPE-DBPPI and TPA-PPICN depict aggregation induced emission enhancement (AIEE) and demonstrated mechanochromic (MC) behavior between blue and green emission. The restricted-intramol.-rotation (RIR) of aryl rings of TPE (TPE-DBPPI) and TPA (TPA-PPICN) in the aggregated phase reduced the non-radiative relaxation channel hence, increase of emission intensity with high photoluminescence quantum yield (PLQY) in film state was observed The PLQY of TPE-DBPPI / TPA-PPICN in various phases are of 58/76% (pristine), 62/83% (grinding) and 65/88% (annealing). The film optical studies and powder XRD (PXRD) analyses implies that the change of twisted crystalline phase of TPE-DBPPI and TPA-PPICN to planar amorphous state results in mechanochromism. Also, these materials detect picric acid in aqueous and film owing to the proton-binding ability of azomethine nitrogen of imidazole which was confirmed by both NMR and DFT studies. The high neg. ΔGet [- 3.01 eV (TPE-DBPPI) and – 3.06 eV (TPA-PPICN)] indicates the thermodn. feasibility of photo electron transfer (PET) process.

Materials Today Communications published new progress about Absorption. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Wangsheng; Zhu, Gongming; Hong, Liang; Wang, Rui published the artcile< The Marriage of Organocatalysis with Metal Catalysis: Access to Multisubstituted Chiral 2,5-Dihydropyrroles by Cascade Iminium/Enamine-Metal Cooperative Catalysis [Erratum to document cited in CA156:362840]>, Product Details of C9H7BrO, the main research area is erratum enantioselective aza Michael carbocyclization reaction unsaturated aldehyde tosylpropargylamine; organo metal cooperative catalyst enantioselective synthesis erratum; pyrrole aryl dihydro enantioselective synthesis erratum.

On page 13962, Reference 14 contained an incorrect CCDC number; the corrected number is given.

Chemistry – A European Journal published new progress about Amines, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Peng-Ying; Fan, Kai-Fang; Li, Shaoyu; Xiang, Shao-Hua; Tan, Bin published the artcile< Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives>, Application In Synthesis of 3893-18-3, the main research area is atropisomeric QUINOL chemoselective preparation; isoquinoline naphthol oxidative cross coupling metal free; QUINOL oxide enantioselective preparation; racemic QUINOL oxide kinetic resolution NHC catalyst.

A direct oxidative cross-coupling reaction between isoquinolines and 2-naphthols, providing a straightforward and scalable route to acquire privileged QUINOL scaffolds I [R1 = H, 7-Me, 6-Ph, etc.; R2 = H, 3-Me, 5-Br, etc.] in a metal-free manner was reported. Moreover, a NHC-catalyzed kinetic resolution of QUINOL N-oxides with high selectivity factor was established to access two types of promising axially chiral Lewis base catalysts in optically pure forms. The utility of this methodol. was further illustrated by facile transformations of products into QUINAP, an iconic ligand in asym. catalysis.

Nature Communications published new progress about Atom economy. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Ping; Zhang, Xueguo; Chen, Baohua published the artcile< Direct synthesis of 2,4,5-trisubstituted imidazoles and di/tri-substituted pyrimidines via cycloadditions of α,β-unsaturated ketones/aldehydes and N'-hydroxyl imidamides>, Application of C9H7BrO, the main research area is hydroxyamidine phenyl arylpropenone iron catalyst iodine promoter cycloaddition; aroyl phenylimidazole regioselective preparation green chem; unsaturated carbonyl compound hydroxyamidine iron catalyst cycloaddition green chem; diarylpyrimidine regioselective preparation.

An efficient route for the synthesis of 5-acetylimidazoles and di/trisubstituted pyrimidines via iron-catalyzed cross-dehydrogenative coupling (CDC), with excellent tolerance and yields was developed. α,β-Unsaturated aldehydes/ketones and N’-hydroxyl imidamides underwent [3+2] and [3+3] cycloadditions in two processes, involving iron-mediated Michael reaction, Robinson Annulation and 1,5-electrocyclization.

Tetrahedron Letters published new progress about [3+2] Cycloaddition reaction (regioselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Thanikachalam, Venugopal; Jayabharathi, Jayaraman; Karunakaran, Uthirapathy; Anudeebhana, Jagathratchagan; Thilagavathy, Shanmugam; Sivaraj, Seker published the artcile< Angular shaped AIE generator based luminophores for mechanochromism: An explosive sensor>, Reference of 3893-18-3, the main research area is aggregation induced emission enhancement generator based luminophore mechanochromism.

We have synthesized (E)-N,N-diphenyl-4-(2-(2-(4′-(1,2,2-triphenylvinyl)-[1,1′-biphenyl]- 4-yl)vinyl)- 1H-phenanthro[9,10-d]imidazol-1-yl)aniline (TPE-DBPPI) and (E)- 2-(4′-(2-(1-(4-(diphenylamino)phenyl)- 1H-phenanthro[9,10-d]imidazol-2-yl)vinyl)-[1,1′-biphenyl]- 4-yl)- 3,3-diphenylacrylonitrile (TPA-PPICN) consist of triphenylamine (donor), phenanthroimidazole (acceptor) and tetraphenylethylene (AIE generator). The twisted TPE-DBPPI and TPA-PPICN depict aggregation induced emission enhancement (AIEE) and demonstrated mechanochromic (MC) behavior between blue and green emission. The restricted-intramol.-rotation (RIR) of aryl rings of TPE (TPE-DBPPI) and TPA (TPA-PPICN) in the aggregated phase reduced the non-radiative relaxation channel hence, increase of emission intensity with high photoluminescence quantum yield (PLQY) in film state was observed The PLQY of TPE-DBPPI / TPA-PPICN in various phases are of 58/76% (pristine), 62/83% (grinding) and 65/88% (annealing). The film optical studies and powder XRD (PXRD) analyses implies that the change of twisted crystalline phase of TPE-DBPPI and TPA-PPICN to planar amorphous state results in mechanochromism. Also, these materials detect picric acid in aqueous and film owing to the proton-binding ability of azomethine nitrogen of imidazole which was confirmed by both NMR and DFT studies. The high neg. ΔGet [- 3.01 eV (TPE-DBPPI) and – 3.06 eV (TPA-PPICN)] indicates the thermodn. feasibility of photo electron transfer (PET) process.

Materials Today Communications published new progress about Absorption. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary