Tag: M.W=200-250

Ito, Yoshihiko published the artcileIndole syntheses with o-tolyl isocyanide. 3-Acylindoles and 2-substituted indoles, Safety of 2-(tert-Butyl)-5-chloro-1H-indole, the main research area is indole acyl; tolyl isocyanide acylation; cyclization acylmethylphenyl isocyanide.

o-(Lithiomethyl)phenyl isocyanide, generated from o-tolyl isocyanide and (Me2CH)2NLi in diglyme, reacts with allyl esters to produce o-(acylmethyl)phenyl isocyanides. Similarly, acylation of 4-chloro-2-methylphenyl isocyanide, 2,4-dimethylphenyl isocyanide, and 2,6-dimethylphenyl isocyanide produces the corresponding o-(acylmethyl)phenyl isocyanides in moderate yields. o-(Acylmethyl)phenyl isocyanides are heated with Cu2O catalyst in benzene to give 3-acylindole. o-(Acylmethyl)phenyl isocyanides are hydrolyzed to afford 2-alkyl(or 2-aryl)indoles.

Journal of Organic Chemistry published new progress about Cyclization. 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Safety of 2-(tert-Butyl)-5-chloro-1H-indole.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Dutt, Rohit published the artcileImproved superaugmented eccentric connectivity indices – Part II: Application in development of models for prediction of hiCE and hCE1 inhibitory activities of isatins, Category: indole-building-block, the main research area is carboxylesterase liver intestine superaugmented eccentric connectivity topochem index.

Topochem. versions of all the four superaugmented eccentric connectivity indexes (denoted by: SAcξ4c, SAcξ5c, SAcξ6c, and SAcξ7c) were utilized for the development of models for prediction of hiCE and hCE1 inhibitory activities. The values of these topochem. indexes were computed for each of the 65 analogs constituting the data set using an inhouse computer program. Resulting data was analyzed and suitable models were developed after identification of the active ranges by maximization of moving average with regard to active derivatives Subsequently, two biol. activities were assigned to each analog using proposed models, which were then compared with the reported hiCE and hCE1 inhibitory activities. Statistical significance of topol. indexes/models was investigated through sensitivity, specificity, and Matthews correlation coefficient (MCC). The overall accuracy of prediction varied from a min. of 81% for a model based upon SAcξ4c to a maximum of 92% in case of a model based upon SAcξ5c with regard to hiCE inhibitory activity and from a min. of 85% for a model based upon SAcξ4c to a maximum of 94% in case of a model based upon SAcξ7c with regard to hCE1 inhibitory activity. An excellent relationship between new generation superaugmented eccentric connectivity topochem. indexes (SAcξ4c, SAcξ5c, SAcξ6c, and SAcξ7c) and hiCE and hCE1 inhibitory activities can be attributed to the sensitivity of the proposed topol. indexes toward nature, number, and relative position of heteroatom. High predictability amalgamated with high potency of the active ranges offer proposed models a vast potential for providing lead structures for development of potent and selective hiCE and hCE1 inhibitors.

Medicinal Chemistry Research published new progress about Drug design. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Category: indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Bien, Jeffrey published the artcileThe First Kilogram Synthesis of Beclabuvir, an HCV NS5B Polymerase Inhibitor, Recommanded Product: 3-Cyclohexyl-1H-indole-6-carboxylic acid, the main research area is beclabuvir diastereoselective enantioselective kilogram scale preparation; stereoselective rhodium catalyzed cyclopropanation alkylation key step preparation beclabuvir; palladium catalyzed intramol arylation key step preparation beclabuvir.

A process for the multikilogram-scale preparation of the hepatitis B NS5B RNA polymerase inhibitor beclabuvir I was developed using a diastereoselective and enantioselective cyclopropanation using the Davies catalyst Rh2(S-DOSP)4, an alkylation to merge indole and cyclopropane fragments, and an intramol. palladium-catalyzed arylation as the key steps. I·HCl was prepared in 12 linear steps with 5 isolations in an overall yield of 8%.

Organic Process Research & Development published new progress about Alkylation. 494799-17-6 belongs to class indole-building-block, name is 3-Cyclohexyl-1H-indole-6-carboxylic acid, and the molecular formula is C15H17NO2, Recommanded Product: 3-Cyclohexyl-1H-indole-6-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Harrison, Darwin Anil published the artcileSynthesis and antifungal activity of 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones, Synthetic Route of 1677-47-0, the main research area is thiosemicarbazide indolinedione amine formaldehyde condensation Mannich aminomethylation; aminomethyl thiosemicarbazonoindolinone preparation antifungal.

P-Tolylthiosemicarbazide on condensation with 4,5/5,6-dichloroindoline-2,3-diones gave 3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones which on aminomethylation with secondary amines in the presence of formaldehyde gave 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones. The compounds were screened for their antifungal potential against human pathogenic fungi and their structures were elucidated with the help of elemental anal. and spectral data (1H NMR and Mass).

Indian Journal of Heterocyclic Chemistry published new progress about Fungicides. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Synthetic Route of 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Qin, Qixue published the artcileVisible-Light-Promoted Redox Neutral C-H Amidation of Heteroarenes with Hydroxylamine Derivatives, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is iridium photocatalyst amidation heteroarene hydroxylamine derivative.

A room temperature redox neutral direct C-H amidation of heteroarenes has been achieved. Hydroxylamine derivatives, which are easily accessed, have been employed as tunable nitrogen sources. These reactions were enabled by a visible-light-promoted single-electron transfer pathway without a directing group. A variety of heteroarenes, such as indoles, pyrroles, and furans, could go through this amidation with high yields (up to 98%). E.g., irradiation of N-methylindole, TsONTsMe, the photocatalyst fac-Ir(ppy), and NaHCO3 in DMF gave 66% amide (I). These reactions are highly regioselective, and all the products were isolated as a single regioisomer.

Organic Letters published new progress about Amidation. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-1H-indole.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Corrieri, Matteo published the artcilePractical and sustainable preparation of pyrrolo[2,3-b]indoles by Cu/Fe catalyzed intramolecular C(sp2)-H amination, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is pyrrolo indole copper iron catalyzed intramol amination.

A practical, robust and chemoselective approach toward the synthesis of pyrrolo[2,3-b]indoles via direct intramol. C-H bond amination of α-indolylhydrazones has been achieved. This base- and oxidant-free chemoselective transformation relies on a Cu/Fe co-catalyst system that operates at 50 °C in air with water as the only reaction medium. The easy product isolation together with the recyclable catalyst aqueous system (reused at least five times, maintaining over 50% of its catalytic activity) can provide an effective environmentally benign approach to fused N-heterocycles of remarkable interest in pharmaceutical and medicinal chem. The ability of the hydrazone residue to act as a chelating/directing group as well as an aminating agent guarantees the success of this C-H functionalization.

Green Chemistry published new progress about Amination. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-1H-indole.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gao, Mingzhang published the artcileSynthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is arylbenzopyrancarbonitrile carbon 11 preparation PET imaging apoptosis.

Carbon-11-labeled 4-aryl-4H-chromenes, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)- and 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)–2-amino-7-methyl-4,7-dihydropyrano[2,3-e]indole-3-carbonitrile were prepared by O-[11C]methylation of their alc. precursors using [11C]CH3OTf under basic conditions and isolated by a simplified solid-phase extraction (SPE) method in 30-50% radiochem. yields based on [11C]CO2 and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 15-20 min, the radiochem. purity was >99%, and the specific activity at end of synthesis (EOS) was 111-185 GBq/μmol.

Applied Radiation and Isotopes published new progress about Apoptosis. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-1H-indole.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Hlavac, Jan published the artcileSynthesis of oxo analogs of Lamotrigine and related compounds, Safety of 4,5-Dichloroisatin, the main research area is azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation.

Lamotrigine oxo analogs I (R1 = H, Cl, Br, iodo, HO) were prepared from azauracil I (R1 = NH2) via the formation of the intermediate diazonium salt. Coupling of this diazonium salt with Et cyanoacetylcarbamate gave the corresponding carbamoyl hydrazone, which underwent intramol. cyclization upon reflux in pyridine to afford bis(triazinyl)benzene II containing two 6-azauracil rings.

ARKIVOC (Gainesville, FL, United States) published new progress about azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Safety of 4,5-Dichloroisatin.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lavrenov, Sergei N. published the artcileSynthesis of methyl 5- and 6-nitroindole-2-carboxylates by nitration of indoline-2-carboxylic acid, COA of Formula: C10H8N2O4, the main research area is methyl nitro indole carboxylate nitration; indoline carboxylic acid methyl ester nitro preparation.

Indoline-2-carboxylic acid was transformed into 6-nitroindoline-2-carboxylic acid, the Me ester of which was easily dehydrogenated by DDQ to Me 6-nitroindole-2-carboxylate (total yield: 67%). Me 5-nitroindole-2-carboxylate was obtained by the nitration of Me 1-acetylindoline-2-carboxylate acid followed by dehydrogenation with MnO2 in toluene in 40% total yield.

Synthesis published new progress about methyl nitro indole carboxylate nitration; indoline carboxylic acid methyl ester nitro preparation. 136818-66-1 belongs to class indole-building-block, name is Methyl 6-nitro-1H-indole-2-carboxylate, and the molecular formula is C10H8N2O4, COA of Formula: C10H8N2O4.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles