Tag: M.W=150-200

Xu, Chong-Hui; Xiong, Zhi-Qiang; Li, Yang; Zhu, Yan-Ping; Li, Jin-Heng published the artcile< Copper-catalyzed oxidative phosphonoheteroarylation of alkenes with phosphonates and N-heteroarenes via P-H/C-H functionalization>, Formula: C10H9NO2, the main research area is heteroaryl alkylphosphonate preparation; alkene phosphonate heteroarene oxidative intermol phosphonoheteroarylation copper catalyst.

A copper-catalyzed oxidative intermol. phosphonoheteroarylation of alkenes R1C(R1)=CHR2 (R1 = 4-methoxyphenyl, 6-bromo-2H-1,3-benzodioxol-5-yl, 3-methylthiophen-2-yl, etc.; R2 = H, Me, Ph, 4-methylphenyl, 4-chlorophenyl; R3 = H, Me) with phosphonates ((R4)2)P(O)H [R4 = OMe, OEt, Oi-Pr, Ph, (2-methylpropyl)oxidanyl] and nucleophilic N-heteroarenes I (R5 = 5-OMe, 4-CHO, 7-COOMe ; R6 = H, Bn, Me, Ph; R7 = H, Me, COOMe) and 1-phenyl-1H-pyrrole involving P-H/C-H functionalization for the synthesis of highly valuable β-(N-heteroaryl)-alkylphosphonates II and III is disclosed. This method allows the incorporation of two functional groups, a phosphonate and a N-heteroarene, into the alkene in a single reaction step through oxidative formation of the P-centered radicals, addition across the C=C bond, single electron oxidation and C-H functionalization cascades.

Organic Chemistry Frontiers published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Formula: C10H9NO2.

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

Sayago, Francisco J.; Isabel Calaza, M.; Jimenez, Ana I.; Cativiela, Carlos published the artcile< Versatile methodology for the synthesis and α-functionalization of (2R,3aS,7aS)-octahydroindole-2-carboxylic acid>, SDS of cas: 145513-91-3, the main research area is indolecarboxylic octahydro alkylated asym synthesis; indolooxazolidinone preparation stereoselective alkylation.

An improved strategy for the effective synthesis of enantiomerically pure (2R,3aS,7aS)-octahydroindole-2-carboxylic acid, based on the formation of a trichloromethyloxazolidinone derivative, has been developed. Addnl., the completely diastereoselective α-alkylation of such oxazolidinone provides a very convenient and concise route to enantiopure α-tetrasubstituted derivatives of this stereoisomer of octahydroindole-2-carboxylic acid.

Tetrahedron published new progress about Alkylation, stereoselective. 145513-91-3 belongs to class indole-building-block, and the molecular formula is C9H15NO2, SDS of cas: 145513-91-3.

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

Wang, Xin; Lou, Chenhao; Lv, Leiyang; Li, Zhiping published the artcile< Annulative π-Extension (APEX) of Indoles to Pyrido[1,2-a]indoles Using 4-Oxo Peroxides as C4 Units>, Category: indole-building-block, the main research area is pyridoindole preparation; indole annulative pi extension.

Annulative π-extension (APEX) of 3-substituted indoles to pyrido[1,2-a]indoles is developed by using 4-oxo peroxides as π-extending reagents, which are employed as versatile C4 building blocks. This transformation is initiated by Bronsted acid-mediated Hock rearrangement of the peroxyl group. Notably, the pyrido[1,2-a]indole products are obtained by elimination of the indole moiety from the corresponding dihydropyrido[1,2-a]indoles, which could be selectively formed at room temperature

Organic Letters published new progress about Cyclization. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, 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

Palomba, Martina; Pompei, Sara; Roscini, Luca; Bagnoli, Luana published the artcile< Synthesis and biological evaluation of new indole and pyrrole carboxamides based on amino acids>, Category: indole-building-block, the main research area is indolecarboxamide preparation antifungal; pyrrolecarboxamide preparation antifungal.

A series of indole-carboxamides I [R = H, 5-MeO, 5-F, 7-NO2, 5,6-di-MeO; R1 = i-Pr, CH(Me)Et, Bn, etc.; R2 = Me, Et] and II was synthesized through coupling reactions. Several substitutions on the aromatic ring and on the amino acids were well tolerated, and corresponding indole-carboxamides I and II were obtained with good yields. The same procedure could be also extended to pyrrole-carboxamides III. The compounds I [R = 5-MeO, 5,6-di-MeO, 7-NO2; R1 = i-Pr; R2 = Et] and III [R1 = i-Pr, R2 = Et] were screened for their antimicrobial activity against ten different yeast strains and only compounds I [R = 7-NO2, R1 = i-Pr, R2 = Et] and III [R1 = i-Pr, R2 = Et] showed an antifungal activity. Further explorations were required to clarify a potential applicability in biol. fields.

ARKIVOC (Gainesville, FL, United States) published new progress about Amides Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, 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

Valdenaire, Anja; Pothier, Julien; Renneberg, Dorte; Riederer, Markus A.; Peter, Oliver; Leroy, Xavier; Gnerre, Carmela; Fretz, Heinz published the artcile< Evolution of novel tricyclic CRTh2 receptor antagonists from a (E)-2-cyano-3-(1H-indol-3-yl)acrylamide scaffold>, Application of C10H9NO, the main research area is CRTh2 receptor antagonist cyanoindolylacrylamide preparation structure activity.

(E)-2-(3-(3-((3-Bromophenyl)amino)-2-cyano-3-oxoprop-1-en-1-yl)-1H-indol-1-yl)acetic acid (1) was discovered in a HTS campaign for CRTh2 receptor antagonists. An SAR around this hit could be established and representatives with interesting activity profiles were obtained. Ring closing tactics to convert this hit series into a novel 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole based CRTh2 receptor antagonist series is presented.

Bioorganic & Medicinal Chemistry Letters published new progress about Biological ion transport, calcium. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Application of C10H9NO.

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

Somei, Masanori; Yamada, Fumio; Naka, Katsumi published the artcile< The chemistry of indoles. XL. Tin-thall reaction, a versatile method for cross-coupling tin compounds with thallium compounds>, Computed Properties of 4771-48-6, the main research area is alkylindolecarboxaldehyde; indolylthallium fluoroacetate coupling organotin; coupling indolylthallium fluoroacetate catalyst.

Indolylthallium compound I was treated with organotin compounds and Pd acetate catalyst to yield 4-substituted indoles II (R1 = alkyl, Ph, pyridyl).

Chemical & Pharmaceutical Bulletin published new progress about Coupling reaction catalysts. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Computed Properties of 4771-48-6.

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, Xiaoxiang; Zhang, Yingying; Gu, Xiaoting; Zhang, Zhuan; Wei, Wanxing; Liang, Taoyuan published the artcile< Synthesis of 3-halogenated 2,3'-biindoles by a copper-mediated 2,3-difunctionalization of indoles>, Formula: C10H9NO2, the main research area is halo biindole green regioselective preparation; indole difunctionalization catalyst copper.

A copper-mediated 2,3-difunctionalization of indoles to afford 3-halogenated 2,3′-biindoles I [R1 = 5-Me, 4-Cl, 5-Cl, etc.; R2 = Me, Et, Ph, etc.; X = Cl, Br] was described herein. The protocol uses readily available feedstocks and a naturally abundant copper catalyst system, which allowed the regioselective formation of C-C and C-X (X = Cl and Br) bonds in one single operation. Here the copper metal salt served not only as a catalyst but also as a reactant to provide the source of halogen. This operationally simple procedure avoided the utilization of environmentally unfriendly reagents and displays good functional group compatibility. Noteworthily, the introduction of halogen into mols. would offered great potential for further chem. transformations.

Organic & Biomolecular Chemistry published new progress about C-C bond formation. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Formula: C10H9NO2.

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

Kim, Yong-Guy; Lee, Jin-Hyung; Park, Sunyoung; Lee, Jintae published the artcile< The anticancer agent 3,3'-diindolylmethane inhibits multispecies biofilm formation by acne-causing bacteria and Candida albicans>, Recommanded Product: Methyl 1H-indole-7-carboxylate, the main research area is diindolylmethane anticancer Candida albicans acne causing bacteria agent biofilm; 3,3′-diindolylmethane; Cutibacterium acnes; antibiofilm; indole-3-carbinol; multispecies biofilms.

The Gram-pos. anaerobic bacterium Cutibacterium acnes is a major inhabitant of human skin and has been implicated in acne vulgaris formation and in the formation of multispecies biofilms with other skin-inhabiting organisms like Staphylococcus aureus and Candida albicans. Indoles are widespread in nature (even in human skin) and function as important signaling mols. in diverse prokaryotes and eukaryotes. In the present study, we investigated the antibacterial and antibiofilm activities of 20 indoles against C. acnes. Of the indoles tested, indole-3-carbinol at 0.1 mM significantly inhibited biofilm formation by C. acnes without affecting planktonic cell growth, and the anticancer drug 3,3′-diindolylmethane (DIM) at 0.1 mM (32μg/mL) also significantly inhibited planktonic cell growth and biofilm formation by C. acnes, whereas the other indoles and indole itself were less effective. Also, DIM at 0.1 mM successfully inhibited multispecies biofilm formation by C. acnes, S. aureus, and C. albicans. Transcriptional analyses showed that DIM inhibited the expressions of several biofilm-related genes in C. acnes, and at 0.05 mM, DIM inhibited hyphal formation and cell aggregation by C. albicans. These results suggest that DIM and other indoles inhibit biofilm formation by C. acnes and have potential use for treating C. acnes associated diseases.

Microbiology Spectrum published new progress about Acne vulgaris. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Recommanded Product: Methyl 1H-indole-7-carboxylate.

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

Lu, Lin; Luo, Chenguang; Peng, Hui; Jiang, Huanfeng; Lei, Ming; Yin, Biaolin published the artcile< Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3>, Application In Synthesis of 4771-48-6, the main research area is sulfonyl indoline iron catalyst UV cyclization indolylmethylpropiolamide sodium sulfite.

A variety of structurally novel polycyclic sulfonyl indolines were synthesized via FeCl2-catalyzed or UV-driven intramol. formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methylpropiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.

Organic Letters published new progress about Crystal structure. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Application In Synthesis of 4771-48-6.

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

Marcin, Lawrence R.; Denhart, Derek J.; Mattson, Ronald J. published the artcile< Catalytic Asymmetric Diazoacetate Cyclopropanation of 1-Tosyl-3-vinylindoles. A Route to Conformationally Restricted Homotryptamines>, Application In Synthesis of 4771-48-6, the main research area is homotryptamine preparation vinylindole diazoacetate asym cyclopropanation.

Substituted 1-tosyl-3-vinylindoles undergo catalytic asym. cyclopropanation with Et and tert-Bu diazoacetate to afford N-protected trans-2-(indol-3-yl)-1-cyclopropanecarboxylic esters in good yield and high enantiomeric excess (81-88% ee). The resulting cycloadducts are demonstrated to be useful intermediates for the synthesis of conformationally restricted, homotryptamine-like analogs such as BMS-505130 (I.maleate).

Organic Letters published new progress about Cyclopropanation catalysts, stereoselective. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Application In Synthesis of 4771-48-6.

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