Category: 149108-61-2

Zheng, Qi published the artcilePalladium-catalyzed cross-coupling reaction between 3-indoleboronic acids and tetrahydropyridine triflates, Application In Synthesis of 149108-61-2, the publication is Tetrahedron Letters (1993), 34(14), 2235-8, database is CAplus.

The palladium catalyzed cross-coupling reactions between 3-indoleboronic acids and vinyl triflates is a good method to introduce vinyl groups into the indole 3-position, e.g. I. The regioselectivity of the enolization of N-substituted-3-piperidones is far greater than previously reported. N-tosyl-3-indole boronic acids can be easily synthesized via mercuration-boronation method.

Tetrahedron Letters published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C8H5F3O3, Application In Synthesis of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zheng, Qi published the artcileVinylation of the indole 3-position via palladium-catalyzed cross-coupling, Quality Control of 149108-61-2, the publication is Heterocycles (1994), 37(3), 1761-72, database is CAplus.

The palladium-catalyzed cross-coupling between 3-indoleboronic acids and vinyl triflates is an excellent method for the regioselective introduction of vinyl groups into the indole 3-position. The regioselectivity of the enolization of N-substituted 3-piperidones, as dictated by the nitrogen substituent, is far greater than previously reported. N-tosyl-3-indoleboronic acids can be easily synthesized using the mercuration-boronation method.

Heterocycles published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C10H14O, Quality Control of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Jiang, Biao published the artcileSynthesis of indolylpyrimidines via cross-coupling of indolylboronic acid with chloropyrimidines: facile synthesis of meridianin D, Application In Synthesis of 149108-61-2, the publication is Heterocycles (2000), 53(7), 1489-1498, database is CAplus.

Palladium catalyzed cross-coupling reaction of 3-indolylboronic acid with 2,4-dichloropyrimidines proceeded regioselectively to yield indolyl- or bis(indolyl)pyrimidines in high yield, depending on the projection of 3-indolylboronic acid. The marine indole alkaloid meridianin D and an analog were synthesized via the palladium catalyzed cross-coupling reaction as a key step.

Heterocycles published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Application In Synthesis of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Xiong, W.-N. published the artcileSynthesis of Novel Analogues of Marine Indole Alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and Bis(indolyl)-4-trifluoromethylpyridines as Potential Anticancer Agents, Related Products of indole-building-block, the publication is Bioorganic & Medicinal Chemistry (2001), 9(7), 1773-1780, database is CAplus and MEDLINE.

Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9,2,6-dichloro-4-trifluoromethylpyridine or 2,6-dichloro-3-cyano-4-trifluoromethylpyridine 23 and N-tosyl-3-indolylboronic acid. They were evaluated for cytotoxic activity against P388 and A-549 cells with IC₅₀ values. 4-Trifluoromethyl-2,6-bis[3′-(N-tosyl-6′-methoxylindolyl)]pyridine (I) was identified as the most potent in this series. The synthesis and anticancer activities of the mono(indolyl)-4-trfluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines are reported.

Bioorganic & Medicinal Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C7H10BNO4S, Related Products of indole-building-block.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Jiang, B. published the artcileA highly stereoselective synthesis of indolyl N-substituted glycines, Recommanded Product: (1-tosyl-1H-Indol-3-yl)boronic acid, the publication is Tetrahedron Letters (2001), 42(13), 2545-2547, database is CAplus.

Optically active N-substituted α-indolylglycines were synthesized with high diastereoselectivity by Mannich reaction of an indolylboronic acid with glyoxylic acid using (R)-α-methylbenzylamine as the chiral auxiliary. The absolute configuration of one of the products was determined by a single-crystal x-ray anal.

Tetrahedron Letters published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Recommanded Product: (1-tosyl-1H-Indol-3-yl)boronic acid.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Jiang, B. published the artcileSynthesis and cytotoxicity evaluation of novel indolylpyrimidines and indolylpyrazines as potential antitumor agents, Computed Properties of 149108-61-2, the publication is Bioorganic & Medicinal Chemistry (2001), 9(5), 1149-1154, database is CAplus and MEDLINE.

Novel indolylpyrimidines and indolylpyrazines have been synthesized as potential antitumor agents. They were screened in a panel of 60 human tumor cell lines in vitro. Several compounds exhibited efficiently cytotoxic activities with GI₅₀ values in the low micromolar range against a variety of human cancer cell lines. 2,4-Bis(3′-indolyl)pyrimidine displayed selective cytotoxic activity against IGROV1 tumor cell line with the GI₅₀ value below 0.01 μM.

Bioorganic & Medicinal Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Computed Properties of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gao, Hongyin published the artcileRapid Synthesis of Fused N-Heterocycles by Transition-Metal-Free Electrophilic Amination of Arene C-H Bonds, Application of (1-tosyl-1H-Indol-3-yl)boronic acid, the publication is Angewandte Chemie, International Edition (2014), 53(10), 2701-2705, database is CAplus and MEDLINE.

We disclose an efficient and operationally simple protocol for the preparation of fused N-heterocycles starting from readily available 2-nitrobiaryls and PhMgBr under mild conditions. More than two dozen N-heterocycles, including two bioactive natural products, have been synthesized using this method. A stepwise electrophilic aromatic cyclization mechanism was proposed by DFT calculations

Angewandte Chemie, International Edition published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Application of (1-tosyl-1H-Indol-3-yl)boronic acid.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Jiang, B. published the artcileSynthesis and antitumor evaluation of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines, Related Products of indole-building-block, the publication is Bioorganic & Medicinal Chemistry Letters (2001), 11(4), 475-477, database is CAplus and MEDLINE.

A series of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines was designed and synthesized as potential antitumor agents. They were evaluated for preliminary cytotoxic activity against P388 and A-549 cells with IC₅₀ values. 4-Trifluoromethyl-2,6-bis[3′-(N-tosyl-6′-methoxyl-indolyl)] pyridine was identified as the most potent in this series.

Bioorganic & Medicinal Chemistry Letters published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Related Products of indole-building-block.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zou, Ning published the artcileSolution-Phase Synthesis of a Thiazoyl-Substituted Indolyl Library via Suzuki Cross-Coupling, Name: (1-tosyl-1H-Indol-3-yl)boronic acid, the publication is Journal of Combinatorial Chemistry (2003), 5(6), 754-755, database is CAplus and MEDLINE.

The solution phase synthesis of a thiazolyl substituted indolyl library using a Suzuki cross-coupling of 2-chlorothiazole and N-tosyl-3-indolylboronic acids is presented. This library is being evaluated for biol. activity and is a part of a further study for pharmaceutical drug discovery.

Journal of Combinatorial Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C34H40F2S4, Name: (1-tosyl-1H-Indol-3-yl)boronic acid.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Ke published the artcileSynthesis of Arcyriarubin A and Arcyriaflavin A via Cross-Coupling of Indolylboronic Acid with Dibromomaleimides, Recommanded Product: (1-tosyl-1H-Indol-3-yl)boronic acid, the publication is Synthetic Communications (2010), 40(1), 144-150, database is CAplus.

Arcyriarubin A (I) was first isolated by Steglich in 1980 and is also a key intermediate in the synthesis of indolocarbazole alkaloids. A new synthetic approach to the natural products arcyriaflavin A (II) and arcyriarubin A was described. The key step was a Suzuki cross-coupling reaction which was achieved by refluxing 1-tosyl-3-indolylboronic acid, 1-methyl-3,4-dibromomaleimide, Pd(PPh₃)₄ and Na₂CO₃ in dioxane/MeOH. The preparation of arcyriaflavin A was accomplished in eight steps from indole with an overall yield of 21%.

Synthetic Communications published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H21BO2, Recommanded Product: (1-tosyl-1H-Indol-3-yl)boronic acid.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles