Month: November 2022

Yang, Xiao-Hui published the artcileRhodium-catalyzed hydrofunctionalization: Enantioselective coupling of indolines and 1,3-dienes, Application In Synthesis of 41910-64-9, the main research area is allylic amine enantioselective regioselective synthesis; hydrofunctionalization diene rhodium catalyst reaction mechanism; indoline coupling diene hydroamination rhodium catalyst JoSPOphos steric effect.

We communicate a strategy for the hydrofunctionalization of 1,3-dienes via Rh-hydride catalysis. Conjugated dienes are coupled to nucleophiles to demonstrate the feasibility of novel C-C, C-O, C-S, and C-N bond forming processes. In the presence of a chiral JoSPOphos ligand, hydroamination generates chiral allylic amines with high regio- and enantioselectivity. Tuning both the pKa and steric properties of an acid-additive is critical for enantiocontrol.

Journal of the American Chemical Society published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Application In Synthesis of 41910-64-9.

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

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

Huang, Honggui published the artcileSustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles, COA of Formula: C8H8ClN, the main research area is fluoroalkylated pyrroloindole synthesis photocatalytic fluoroalkylation cyclization cascade butenoylindole; radical cascade fluoroalkylated pyrroloindole synthesis.

We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-(but-2-enoyl)indoles with broad substrate scopes in up to 90% isolated yield. This method provides sustainable and efficient access to synthesize difluoroalkylated pyrrolo[1,2-a]indoles with a quaternary carbon center under mild conditions.

Journal of Organic Chemistry published new progress about Carbolines Role: SPN (Synthetic Preparation), PREP (Preparation). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, COA of Formula: C8H8ClN.

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

Benghiat, Eric published the artcilePreparation of S-(3-indolylmethyl) derivatives of mercapto amino acids, Safety of N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, the main research area is indolylmethyl mercapto amino acid; cysteine indolylmethyl; homocysteine indolylmethyl.

Title compounds I (X = CH, R = H, Me; R1 = H, Me; X = N, R = R1 = H; n = 1, 2) were prepared by treating indoles II (X = CH, R = H, Me; X = N, R = R1 = H; R2 = NMe2; X = CH, R = Me, R1 = H, Me, R2 = N+Me3 I-) with DL-HS(CH2)nCH(NH2)CO2H in aqueous NaOH. I (n = 2) were also prepared by treating the appropriate II with thialactone DL-III. I (X = CH, R = R1 = H, n = 2) was also prepared by treating II (X, R, R1 = same, R2 = N+Me3 I-) with DL-[HO2CCH(NH2)CH2CH2S].

Synthesis published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Safety of N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine.

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

Zhang, Chunhui published the artcilePalladium-Catalyzed Direct C-H Carbonylation of Free Primary Benzylamines: A Synthesis of Benzolactams, Formula: C8H6ClNO, the main research area is primary benzylamine carbon monoxide carbonylation palladium; benzolactam preparation; palladium carbonylation.

A protocol for palladium-catalyzed C-H carbonylation of readily available free primary benzylamines using NH2 as the chelating group under an atm. pressure of CO has been achieved, providing a general, atom- and step-economic approach to benzolactams, an important structural motif found in many biol. active compounds Application of this new method is also exemplified in the concise syntheses of two bioactive mols, e.g., (R)-PD 172939.

Organic Letters published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent) (primary). 74572-29-5 belongs to class indole-building-block, name is 5-Chloroisoindolin-1-one, and the molecular formula is C8H6ClNO, Formula: C8H6ClNO.

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

Zhang, Liying published the artcileNovel Liver-targeted conjugates of Glycogen Phosphorylase Inhibitor PSN-357 for the Treatment of Diabetes: Design, Synthesis, Pharmacokinetic and Pharmacological Evaluations, Application of 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, the main research area is diabetes glycogen phosphorylase liver conjugate PSN inhibitor pharmacokinetics.

PSN-357, an effective glycogen phosphorylase (GP) inhibitor for the treatment for type 2 diabetics, is hampered in its clin. use by the poor selectivity between the GP isoforms in liver and in skeletal muscle. In this study, by the introduction of cholic acid, 9 novel potent and liver-targeted conjugates of PSN-357 were obtained. Among these conjugates, conjugate 6 exhibited slight GP inhibitory activity (IC50 = 31.17 μM), good cellular efficacy (IC50 = 13.39 μM) and suitable stability under various conditions. The distribution and pharmacokinetic studies revealed that conjugate 6 could redistribute from plasma to liver resulting in a considerable higher exposure of PSN-357 metabolizing from 6 in liver (AUC liver/AUC plasma ratio was 18.74) vs that of PSN-357 (AUC liver/AUC plasma ratio was 10.06). In the in vivo animal study of hypoglycemia under the same dose of 50 mg/kg, conjugate 6 exhibited a small but significant hypoglycemic effects in longer-acting manners, that the hypoglycemic effects of 6 is somewhat weaker than PSN-357 from administration up to 6 h, and then became higher than PSN-357 for the rest time of the test. Those results indicate that the liver-targeted glycogen phosphorylase inhibitor may hold utility in the treatment of type 2 diabetes.

Scientific Reports published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 800401-68-7 belongs to class indole-building-block, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, and the molecular formula is C8H5ClN2O2, Application of 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-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

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