Tag: 100-200

Hu, Huayou; Liu, Yong; Xu, Juan; Kan, Yuhe; Wang, Chao; Ji, Min published an article in 2014, the title of the article was Palladium catalyzed oxidative Suzuki coupling reaction of indolizine at the 3-position using oxygen gas as the only oxidant.Formula: C11H11NO2 And the article contains the following content:

A Pd(OAc)2/O2 catalytic system with or without ligands was developed for an oxidative Suzuki coupling reaction of indolizines at the 3-position through C-H activation. The unwanted dimerization of 2,3-unsubstituted indolizines was inhibited by the addition of picolinic acid as a ligand. 1,2-Disubstituted indolizines that do not easily dimerize were reacted smoothly with arylboronic acids under ligand-free conditions. Furthermore, broad group tolerance was observed for both indolizines and arylboronic acids. Mild conditions, a broad array of starting materials and the use of a green oxidant are the advantages of this method. The experimental process involved the reaction of Ethyl indolizine-1-carboxylate(cas: 93476-46-1).Formula: C11H11NO2

The Article related to boronic acid aryl regioselective oxidative suzuki coupling indolizine, indolizine aryl preparation green chem, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Formula: C11H11NO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shang, Yaping; Jonnada, Krishna; Yedage, Subhash Laxman; Tu, Hua; Zhang, Xiaofeng; Lou, Xin; Huang, Shijun; Su, Weiping published an article in 2019, the title of the article was Rhodium(III)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy.Category: esters-buliding-blocks And the article contains the following content:

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compds I (R1 = Me, allyl, C6H5, etc.; R2 = 5-Me, 6-CH2OMe, 5-NO2, etc.) and II (R1 = Me, Et, i-Pr, etc.; R2 = H, 5-Me, 5-CO2Me, etc.; R3 = n-Bu, C6H5, 4-MeC6H5, etc.; R4 = Me, COMe, 3-FC6H5, etc.). This work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates. The experimental process involved the reaction of Methyl N-Methylanthranilate(cas: 85-91-6).Category: esters-buliding-blocks

The Article related to alkyl indole preparation, internal alkyne aniline transient oxidizing directing group rhodium catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On September 7, 2001, Yamabe, Haruko; Okuyama, Masahiro; Nakao, Akira; Ooizumi, Mitsuru; Saito, Ken-ichi published a patent.Computed Properties of 114312-57-1 The title of the patent was Preparation of cyclic amide derivatives as sigma receptor ligands. And the patent contained the following:

The title compounds I [X is alkyl, aryl, a heterocyclic group, etc.; Q is CH2, CO, O, etc.; n is an integer of 0 to 5; R1 and R2 are each hydrogen, alkyl, etc.; and B is Q1, etc.; A = (CH2)m; R3, R4, R5 and R6 are each hydrogen, halogeno, alkoxy, etc.; m is 1 or 2] are prepared In an in vitro test for inhibition of sigma-2 receptor binding, 4-bromo-2-[[1-[2-(4-fluorophenyl)-2-oxoethyl]piperidin-4-yl]methyl]isoindolin-1-one hydrochloride showed the Ki value of 2.8 nM. Formulations are given. The experimental process involved the reaction of Ethyl 3-fluoro-2-methylbenzoate(cas: 114312-57-1).Computed Properties of 114312-57-1

The Article related to cyclic amide preparation sigma receptor ligand, isoindolinone preparation sigma receptor ligand, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Computed Properties of 114312-57-1

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 15, 2011, Zhang, Yuhong; Huang, Lehao; Xie, Yongju; Niu, Tianmin published a patent.Application In Synthesis of Ethyl indolizine-1-carboxylate The title of the patent was Process for preparation of indolizine Mannich base-like compound. And the patent contained the following:

A process for preparation of indolizine Mannich base deri. is disclosed. The claimed title compound is shown in structure I (R = cyano, methoxycarbonyl, or ethoxycarbonyl; R1 = Me, Et, tert-Bu, H, or Cl; R2 = Me, H, or Cl; R3 = Me, Ph, or H). The claimed compound is prepared with N,N-dimethylaniline II and indolizine III via condensation reaction in the presence of catalyst. The catalyst is selected from CuCl, CuBr, CuI, or Cu2O. The experimental process involved the reaction of Ethyl indolizine-1-carboxylate(cas: 93476-46-1).Application In Synthesis of Ethyl indolizine-1-carboxylate

The Article related to indolizine mannich base preparation dimethylaniline indolizine condensation cuprous catalysis, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of Ethyl indolizine-1-carboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 31, 2017, Kluson, Petr; Stavarek, Petr; Penkavova, Vera; Vychodilova, Hana; Hejda, Stanislav; Bendova, Magdalena published an article.Application of 3976-69-0 The title of the article was Microfluidic chip reactor and the stereoselective hydrogenation of methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/methanol/water mixed phase. And the article contained the following:

Homogeneous asym. catalysts represented by organometallics of transition elements reveal very high activity and stereoselectivity in asym. hydrogenation of β-ketoesters. Recently, it appeared efficient to use ionic liquids of the [NR222][Tf2N] type for accommodation of the chiral catalytic complex. Even on the industrial scale it is becoming attractive to carry out hydrogenations with such immobilized complexes in a continuous regime in microreactors. Attention was paid to the stereoselective hydrogenation of methylacetoacetate (MAA) to isomeric (R)-(+) or (S)-(-)-methyl-3-hydroxybutanoates over a chiral ([RuCl((R)-BINAP)(p-cymene)]Cl) complex immobilized in the mixed [N8222][Tf2N]/methanol/water solvent phase, and performed inside of a microfluidic chip reactor. It was shown that the reaction could be successfully carried out in such an arrangement with a very high enantioselectivity (above 99%) and at very high conversion of MAA (above 97%). It was proven that the participation of a specific solvent (methanol or the mixture [N8222][Tf2N]/methanol/water) essentially influences the mechanism of the reaction. The solvents actively participate in the re-coordination of the catalytic complex in a series of reactions which is reflected in the values of reaction enthalpies. The specific process output was also evaluated. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to methylacetoacetate stereoselective hydrogenation chiral catalyst ionic liquid microreactor, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Hu, Huayou; Liu, Yun; Zhong, Hao; Zhu, Yulan; Wang, Chao; Ji, Min published an article in 2012, the title of the article was Heck-Type Cross-Dehydrogenative Coupling Reactions of Indolizines at the 3-Position with Electron-Deficient Alkenes through Palladium-Catalyzed C-H Activation.Formula: C11H11NO2 And the article contains the following content:

Palladium-catalyzed Heck-type cross-dehydrogenative coupling reactions of indolizines with electron-deficient alkenes gave 3-alkenyl substituted indolizines. E.g., in presence of Pd(OAc)2 as catalyst, Cu(OAc)2 as oxidant, and KHCO3 as base, reaction of indolizine (I) with Et acrylate gave up to 82.3% 3-alkenyl substituted indolizine (II) as the (E)-isomer. The reaction took place at the 3-position through Pd-catalyzed C-H activation. The experimental process involved the reaction of Ethyl indolizine-1-carboxylate(cas: 93476-46-1).Formula: C11H11NO2

The Article related to palladium catalyst dehydrogenative coupling reaction indolizine electron deficient alkene, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Formula: C11H11NO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On March 22, 2022, Ma, Yuanhong; Tang, Ling published a patent.Electric Literature of 93476-46-1 The title of the patent was Preparation of arylcyclo[a]carbazoles and arylcyclo[g]pyridine indoles. And the patent contained the following:

The invention discloses the preparation method of arylcyclo[a]carbazole compounds with general formula I and arylcyclo[g]pyridine indole compounds with general formula II [where R1 = hydrogen, alkyl, substituted aryl, substituted heteroaryl, acyl, alkyl amide, alkyl ether, alkylthio, ester, alkylamino, alkenyl or alkynyl; R2 = alkyl, substituted aryl, substituted heteroaryl or alkyl ether; R3 = hydrogen, alkyl, substituted aryl, substituted heteroaryl, acyl, alkylamide, alkyl ether, alkylthio, ester, alkylamino, alkenyl or alkynyl; R4 = hydrogen, alkyl, substituted aryl or alkynyl heteroaryl or acyl; Ar = substituted aryl or substituted heteroaryl; R5 = alkyl acyl, arylacyl, ester or cyano; R6 = hydrogen, alkyl, substituted aryl, substituted heteroaryl, acyl, alkyl amide, alkyl ether, alkylthio, ester, alkylamino, alkenyl or alkynyl], which has the following advantages: mild reaction conditions, simple operation, wide source of raw materials, high utilization value of products, and is conducive to industrial production For example, 11-methyl-6-phenyl-11H-benzo[a]carbazole was prepared by oxidative cyclization of 1-methyl-1H-indole and 2-(2-oxo-2-phenylethyl)benzonitrile. The experimental process involved the reaction of Ethyl indolizine-1-carboxylate(cas: 93476-46-1).Electric Literature of 93476-46-1

The Article related to bronsted acid preparation benzonitrile indolizine indole carbazole oxidative cyclization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Electric Literature of 93476-46-1

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 21, 2010, Lee, Eun Kyung; Schoenfeld, Ryan Craig; Weikert, Robert James published a patent.Name: Ethyl 3-fluoro-2-methylbenzoate The title of the patent was Indole and indazole derivatives as monoamine reuptake inhibitors and their preparation, pharmaceutical compositions and use in the treatment of depression and anxiety. And the patent contained the following:

The invention discloses indole and indazole derivatives of formula I and their pharmaceutically acceptable salts, which are useful for treatment of diseases associated with monoamine deficiency. Also provided are pharmaceutical compositions, methods of using, and methods of preparing the compounds Compounds of formula I wherein A is CH, CR2 and N; Q is CH, CR1 and N; X is CH2, CH(OH) and CO; Y is (CHR5)0-2 and O(CHR5)0-2; Z1 is CH, N and CR3; Z2 is CH, S and CR3; B is (CH)0-1; R1 and R2 are independently CN, CONH2, SO2H, SO2-lower alkyl, halo, lower (halo)alkyl and lower alkoxy; R3 is lower (halo)alkyl, lower alkoxy, halo, CN, CONH2 and derivatives, NHSO2H, NHSO2-lower alkyl, and NH2 and derivatives; R4 is heterocycloalkyl and NH2 and derivatives; R5 is H, lower (hydroxy)alkyl, lower alkoxy and lower haloalkyl; with the proviso that if X is CO, Y is O(CH2)2, A, B, Q, Z1 and Z2 are CH, R1 and R3 are absent, R4 is NH(C(CH3)3), then R2 is a substitute; and their pharmaceutically acceptable salts and esters thereof, are claimed. Example compound II was prepared by a multi-step procedure starting from 2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid (procedure given). All the invention compounds were evaluated for their monoamine reuptake inhibitory activity. From the assay, it was determined that II exhibited the pKi values of 5.93, 6.41 and 6.95 against SERT, NEt and DAT, resp. The experimental process involved the reaction of Ethyl 3-fluoro-2-methylbenzoate(cas: 114312-57-1).Name: Ethyl 3-fluoro-2-methylbenzoate

The Article related to indole indazole preparation monoamine reuptake inhibitor treatment depression anxiety, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: Ethyl 3-fluoro-2-methylbenzoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 31, 2017, Thatte, Chittaranjan S.; Rathnam, Manapragada V.; Namdeo, Ashutosh; Rane, Kiran published an article.Related Products of 85-91-6 The title of the article was Heterogeneous catalytic solvent-free synthesis of 3,3,5-trimethyl cyclohexyl anthranilic acid esters via transesterification. And the article contained the following:

The transesterification of anthranilates with both mixtures of cis and trans and pure trans 3,3,5-tri-Me cyclohexanol was studied using ‘calcium-oxide- and magnesium-oxide’-based catalysts under ‘solvent-free’ conditions. The catalysts were characterized by XRD, CO2-TPD, BET-surface area, and FEG-SEM anal. Pure calcium oxide was found to be the most effective heterogeneous catalyst. Pure ‘calcium-oxide’-based catalyst was recycled five times without appreciable loss in the catalytic activity. The TOF after five recycles was 10.7 mol/mol of catalyst/h. The study was further extended for the synthesis of new anthranilates. The synthesized pure esters have been characterized by UV-Vis, IR-, 1H NMR-, and 13C NMR spectroscopies and mass spectrometry. The experimental process involved the reaction of Methyl N-Methylanthranilate(cas: 85-91-6).Related Products of 85-91-6

The Article related to trimethyl cyclohexyl anthranilic acid transesterification heterogeneous catalyst, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Related Products of 85-91-6

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Pusu; Liu, Chenxu; Zhang, Wenwen; You, Shuli published an article in 2021, the title of the article was Ir-catalyzed enantioselective Friedel-Crafts type allylic substitution of indolizines.Category: esters-buliding-blocks And the article contains the following content:

Indolizine is an important N-containing heterocyclic nucleus and their derivatives display interesting biol. activities. The development of synthetic methods towards indolizine derivatives has attracted extensive attention. Despite the rapid growth in this area, asym. synthesis of indolizine derivatives has been rarely reported. Ir-catalyzed asym. allylic substitution reaction is an efficient method for the enantioselective construction of C-C or C-X bonds, furnishing terminal olefins bearing a stereogenic center at the allylic position with excellent regio- and enantioselectivities. In this regard, various electron-rich arenes, including indoles, pyrroles, naphthols, have been applied as the nucleophiles via Friedel-Crafts type process in the allylic substitution reactions. As a class of constitutional isomers of indoles, indolizines are now demonstrated as suitable nucleophiles in transition-metal-catalyzed allylic substitution reactions. Herein, an iridium- catalyzed enantioselective allylic substitution of allylic alc. with indolizine is reported. A broad range of 3-allylindolizines were accessed with high yields (83%∼95%) and excellent enantioselectivities (95%∼>99% ee). A general procedure for the asym. allylation of indolizines is described in the following: A flame-dried Schlenk tube was cooled to room temperature and filled with argon. To this flask were added [Ir(cod)Cl]2 (4.0 mg, 0.006 mmol, 3 mol%) and (S)-L1 (12.1 mg, 0.024 mmol, 12 mol%). After the flask was evacuated and refilled with argon for three times, freshly distilled dichloromethane (DCM) (2 mL) were added. After the mixture was stirred for 15 min at room temperature, indolizines (0.2 mmol, 1.0 equivalent), allylic alcs. (0.4 mmol, 2.0 equivalent) and (PhSO2)2 NH (18.0 mg, 0.06 mmol, 30 mol%) were added under argon atm. The reaction mixture was stirred at room temperature and monitored by thin-layer chromatog. (TLC). Once indolizines were consumed, the reaction was diluted with water (5 mL), and the mixture was extracted with EtOAc (10 mL×3). The organic layer was collected, dried over Na2SO4 and then concentrated in vacuo to afford the crude product. This crude material was purified by column chromatog. to afford the product. The experimental process involved the reaction of Ethyl indolizine-1-carboxylate(cas: 93476-46-1).Category: esters-buliding-blocks

The Article related to iridium catalyst enantioselective friedel crafts allylic substitution indolizine, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics