Tag: M.W=200-250

Tangella, Yellaiah published the artcileRegioselective Ring Expansion of Isatins with In Situ Generated α-Aryldiazomethanes: Direct Access to Viridicatin Alkaloids, Application of 4,5-Dichloroisatin, the main research area is isatin aldehyde aryldiazomethane regioselective ring expansion one pot green; hydroxy arylquinolinone preparation; viridicatin preparation; viridicatol preparation.

A novel efficient one-pot regioselective ring-expansion reaction of isatins with in situ generated α-aryl/heteroaryldiazomethanes for the construction of viridicatin alkaloids has been described under metal-free conditions. The utility of this protocol is further demonstrated in the synthesis of naturally occurring viridicatin, viridicatol, and substituted 3-O-Me viridicatin and their scale up.

Organic Letters published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Application 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

Corrieri, Matteo published the artcileSynthesis of Azacarbolines via PhIO2-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones, Safety of 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is pyridazinoindole green preparation; alpha indolylhydrazone intramol oxidative cyclization iodylbenzene.

An unprecedented synthesis of polysubstituted indole-fused pyridazines (azacarbolines) I [R1 = H, Me, n-Pr, Bn; R2 = 6-Me, 5-Cl, 6-MeO, etc.; R3 = Ph, CO2Me, CO2Et, etc.; R4 = Me, Et, n-Pr, H2CCO2Et] from α-indolylhydrazones II under oxidative conditions using a combination of iodylbenzene (PhIO2) and trifluoroacetic acid (TFA) had been developed. This transformation was conducted without the need for transition metals, harsh conditions, or an inert atm.

Journal of Organic Chemistry published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent) (azo). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Safety of 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

Chen, Ye-Hui published the artcileOrganocatalytic Enantioselective Synthesis of Atropisomeric Aryl-p-Quinones: Platform Molecules for Diversity-Oriented Synthesis of Biaryldiols, Application of 2-(tert-Butyl)-5-chloro-1H-indole, the main research area is aryl quinone enantioselective preparation organocatalyst diversity oriented biaryldiol; atropisomerism; biaryls; chirality; organocatalysis; quinones.

Presented here is a class of novel axially chiral aryl-p-quinones as platform mols. for the preparation of non-C2 sym. biaryldiols. Two sets of aryl-p-quinone frameworks were synthesized with remarkable enantiocontrol by chiral phosphoric acid catalyzed enantioselective arylation of p-quinones by central-to-axial chirality conversion. These aryl-p-quinones were then used to access a wide spectrum of highly functionalized non-C2 sym. biaryldiols with excellent retention of the enantiopurity.

Angewandte Chemie, International Edition published new progress about Arylation catalysts, stereoselective (oxidative). 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Application 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

Xiao, Jun-An published the artcileGold/scandium bimetallic relay catalysis of formal [5+2]- and [4+2]-annulations: access to tetracyclic indole scaffolds, SDS of cas: 13523-93-8, the main research area is alkynylaryl cyclopropane diester indole gold scandium catalyst regioselective cycloaddition; dimethyl dihydrobenzocycloheptaindolyl methylmalonate preparation; ethynylphenyl cyclopropane dicarboxylate indole gold scandium catalyst regioselective cycloaddition; dimethylbenzocarbazolyl methyl dimethylmalonate preparation.

Regiodivergent formal [5+2]- and [4+2]-annulation reactions of indole derivatives with 2-(2-alkynyl)aryl cyclopropane-1,1-diesters (ACPs) was developed. A series of tetracyclic indole derivatives were delivered in a 77% average yield with excellent regioselectivities enabled by Au(I)/Sc(III) bimetallic relay catalysis. A gram-scale reaction and further transformation of the resulting tetracyclic indoles demonstrated the practical utility of this protocol. Moreover, the photophys. properties of the obtained multicyclic compounds were also investigated.

Chemical Communications (Cambridge, United Kingdom) published new progress about [4+2] Cycloaddition reaction (regioselective). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, SDS of cas: 13523-93-8.

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, Jingyang published the artcileCatalytic Atroposelective Electrophilic Amination of Indoles, Name: 2-(tert-Butyl)-5-chloro-1H-indole, the main research area is sulfonyl arylaminoindole preparation enantioselective chemoselective anticancer activity DFT; Amination; Atroposelectivity; Conjugation; C−N Axis; Heterocycles.

The first catalytic atroposelective electrophilic amination of indoles I (R = 2-t-Bu, 4-Me, 5-Ph), which delivers functionalized atropochiral N-sulfonyl-3-arylaminoindoles II (R1 = Boc, (4-methylphenyl)sulfonyl, (1-naphthyl)sulfonyl, etc.) with excellent optical purity was reported. This reaction was furnished by 1,6-nucleophilic addition to p-quinone diimines III. Control experiments suggest an ionic mechanism that differs from the radical addition pathway commonly proposed for 1,6-addition to quinone III (R1 = (4-methylphenyl)sulfonyl). The origin of 1,6-addition selectivity was investigated through computational studies. Preliminary studies show that the obtained 3-aminoindoles atropisomers II exhibit anticancer activities. This method was valuable with respect to enlarging the toolbox for atropochiral amine derivatives II.

Angewandte Chemie, International Edition published new progress about Amination catalysts (chemo-, stereoselective). 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Name: 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

James, C. S. published the artcilePlant growth-regulating substances. XXVI. Isatic and anthranilic acids, HPLC of Formula: 1677-47-0, the main research area is isatic acid growth regulation; anthranilic acid growth regulation; growth regulation anthranilic acid.

The plant growth-regulating activities of isatic acid and 26 isatic acid derivatives, together with the 27 corresponding anthranilic acids, were assessed in the wheat cylinder, the pea segment, and pea curvature tests. Activity was sustained by substitution in the 4-and 5-positions of isatic acid as in Na 4-chloroisatate and Na 5-bromoisatate but decreased by substitution in the 3- and 6-positions as in Na 3-chloroisatate and Na 6-chloroisatate. In the anthranilic acid series, the parent acid was inactive but the introduction of a large grouping (Br or I) into the 5-position as in Na 5-iodoanthranilate conferred activity. The 3,6- and 5,6-dichloro and the 3,6-dibromo acids such as Na 3,6-dichloroisatate were also active; compounds substituted in the 4-position to the carboxyl group or disubstituted in the 3 and 5 positions as in Na 3,5-dichloroisatate, were, as expected, inactive. Wheat coleoptile and pea stem segments metabolized Na isatate and Na 5-chloroisatate to the corresponding Na anthranilate and Na 5-chloroanthranilate, together with an unidentified nonacidic metabolite in each case. The acids apparently possess activity per se since there was no evidence that the growth regulating activity of isatic acids was related to this breakdown. 19 references.

Annals of Applied Biology published new progress about Hormones, plant Role: BIOL (Biological Study). 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, HPLC of Formula: 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

Bromidge, Steven M. published the artcileNovel and Selective 5-HT2C/2B Receptor Antagonists as Potential Anxiolytic Agents: Synthesis, Quantitative Structure-Activity Relationships, and Molecular Modeling of Substituted 1-(3-Pyridylcarbamoyl)indolines, Synthetic Route of 1677-47-0, the main research area is pyridylcarbamoylindoline preparation 5HT receptor antagonist anxiolytic.

The synthesis, biol. activity, and mol. modeling of a novel series of substituted 1-(3-pyridylcarbamoyl)indolines are reported. These compounds are isosteres of the previously published indole urea SB-206553 and illustrate the use of aromatic disubstitution as a replacement for fused five-membered rings in the context of 5-HT2C/2B receptor antagonists. By targeting a region of space previously identified as sterically allowed at the 5-HT2C receptor but disallowed at the 5-HT2A receptor, a number of compounds which are the most potent and selective 5-HT2C/2B receptor antagonists yet reported, were identified. 1-(3-Pyridylcarbamoyl)-5-methylthio-6-trifluoromethylindoline was selected on the basis of its overall biol. profile for further evaluation as a novel, potential nonsedating anxiolytic agent. A CoMFA anal. of these compounds produced a model with good predictive value and in addition good qual. agreement with both a 5-HT2C receptor model and a proposed binding mode for this class of ligands within that model.

Journal of Medicinal Chemistry published new progress about Anxiolytics. 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

Bellezza, Delia published the artcilePalladium-Catalyzed C-C Ring Closure in α-Chloromethylimines: Synthesis of 1H-Indoles, Name: 2-(tert-Butyl)-5-chloro-1H-indole, the main research area is chloromethylimine palladium phosphine ring closure catalyst; indole preparation.

The C-C ring closure of α-chloromethyl alkyl or aryl N-aryl imines catalyzed with 1 to 10 % Pd(OAc)2/P(p-tolyl)3 afford efficiently 2-aryl- and 2-alkyl-1H-indoles. The heterocyclization reaction involves the initial formation of [2-(arylimino)ethyl]palladium(II) chloride complexes with subsequent C-H activation of the aromatic amine ring. Readily or com. available α-chloromethyl-aryl or -alkyl ketones are used as the precursors. Functionalized indoles at the benzene ring are obtained when the imines are derived from substituted anilines.

European Journal of Organic Chemistry published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (Chloromethyl). 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Name: 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

Koenig, Stefan G. published the artcileA ligand-free, copper-catalyzed cascade sequence to indole-2-carboxylic esters, Formula: C12H10N2O2, the main research area is indole carboxylic ester preparation ligand free substituent effect; haloaryl aldehyde glycine amido ester heterocyclization copper catalyst.

A variety of indole-2-carboxylic esters, e.g. I, are accessible in yields up to 61% through a ligand-free, copper-catalyzed reaction of a series of com. available 2-halo aryl aldehydes with benign glycine amidoesters, including the common reagent Et acetamidoacetate. This one-pot, three-reaction format allows ready entry to the desired heterocycles from starting substrates in the reactivity order of iodo > bromo ≥ chloro substituents. An assortment of functional groups is tolerated, adding to the generality of this methodol.

Tetrahedron Letters published new progress about Amino esters Role: RCT (Reactant), RACT (Reactant or Reagent) (amido-). 104291-81-8 belongs to class indole-building-block, name is Ethyl 6-cyano-1H-indole-2-carboxylate, and the molecular formula is C12H10N2O2, Formula: C12H10N2O2.

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

Li, Xiaomeng published the artcileHydrochloric Acid-Promoted Intermolecular 1,2-Thiofunctionalization of Aromatic Alkenes, Product Details of C16H15NO, the main research area is hydrochloric acid promoted thiofunctionalization aromatic alkene arylsulfenylphthalimide nucleophile.

An efficient method for making 1,2-thiofunctionalized products via the difunctionalization of aromatic alkenes was developed. In this method, cheap and readily available hydrochloric acid was used to promote 1,2-thiofunctionalization of aryl alkenes with N-arylsulfenylphthalimide and different types of nucleophiles. Importantly, extension of nucleophiles can reach aryl ethers, indoles, and carboxylic acids with good reactivity. This practical and convenient method has broad substrate scope and high yields under metal-free and mild conditions. Furthermore, we achieved conversion and application for making sulfoxide and sulfone by oxidation

Journal of Organic Chemistry published new progress about Aromatic ethers Role: RCT (Reactant), RACT (Reactant or Reagent). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Product Details of C16H15NO.

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