915706-91-1

Upstream product

• 87-51-4 indole-3-acetic acid 
• 1031685-23-0 2-[1-(4-methylphenylsulfonyl)-1H-indol-3-yl]methyl acetate 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 128742-77-8 [N-(p-toluenesulfonyl)indol-3-yl]acetic acid 

Downstream Products

• 1228320-13-5 (1-p-toluenesulfonyl-1H-indol-3-yl)methyl acetate 
• 1207362-46-6 C₂₉H₂₈N₂O₅S 
• 934586-52-4 methyl 3-(3-(2-(benzyloxy)ethyl)-2-oxo-1-(2-(1-tosyl-1H-indol-3-yl)acetyl)-piperidin-3-yl)-2-diazo-3-oxopropanoate 
• 934586-53-5 methyl 2-diazo-3-(3-(2-methoxy-2-oxoethyl)-2-oxo-1-(2-(1-tosyl-1H-indol-3-yl)acetyl)piperidin-3-yl)-3-oxo-propanoate 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of pyrazolo[3,4-d]pyrimidine-based protein kinase D inhibitors

The multiple roles of protein kinase D (PKD) in various cancer hallmarks have been repeatedly reported. Therefore, the search for novel PKD inhibitors and their evaluation as antitumor agents has gained considerable attention. In this work, novel pyrazolo[3,4-d]pyrimidine based pan-PKD inhibitors with structural variety at position 1 were synthesized and evaluated for biological activity. Starting from 3-IN-PP1, a known PKD inhibitor with IC50 values in the range of 94–108 nM, compound 17m was identified with an improved biochemical inhibitory activity against PKD (IC50 = 17–35 nM). Subsequent cellular assays demonstrated that 3-IN-PP1 and 17m inhibited PKD-dependent cortactin phosphorylation. Furthermore, 3-IN-PP1 displayed potent anti-proliferative activity against PANC-1 cells. Finally, a screening against different cancer cell lines demonstrated that 3-IN-PP1 is a potent and versatile antitumoral agent.

Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C–H Acetoxylation and Alkenylation of Arylacetamides

The 2-(neopentylsulfinyl)aniline directing group that promotes rapid palladium-catalyzed C–H acetoxylation and alkenylation of arylacetamides has been developed. The acetoxylation reaches completion within only 40 min at 100 °C and leads to the bis-functionalized products. Alternatively, the reaction can be carried out at room temperature, which is beneficial for sensitive substrates. For the alkenylation, we have developed a protocol in which easily available 1-substituted cyclopropanols were employed as equivalents of vinyl ketones.

Valence tautomerism in titanium enolates: Catalytic radical haloalkylation and application in the total synthesis of neodysidenin

(Chemical Equation Presented) A direct ruthenium-catalyzed radical chloroalkylation of N-acyl oxazolidinones capitalizing on valence tautomerism of titanium enolates has been developed. The chloroalkylation method served as the centerpiece in the enantioselective total synthesis of trichloroleucine-derived marine natural product neodysidenin.

Rhodium carbenoid induced cycloadditions of diazo ketoimides across indolyl π-bonds

A series of diazo ketoimides prepared from (1H-indol-3-yl)acetyl chloride and alkyl 2-diazo-3-(3-substituted-2-oxopiperidin-3-yl)-3-oxopropanoates were treated with rhodium(II) acetate. Attack of the imido carbonyl oxygen at the resultant rhodium carbenoi

A dipolar cycloaddition approach toward the kopsifoline alkaloid framework

Using a metal-catalyzed domino reaction as the key step, the heterocyclic skeleton of the kopsifoline alkaloid family was constructed by a 1,3-dipolar cycloaddition of a carbonyl ylide dipole derived from a Rh(II)-catalyzed reaction of a diazo ketoester across the indole π-bond. Ring opening of the resulting 1,3-dipolar cycloadduct followed by a reductive dehydroxylation step resulted in the formation of a critical silyl enol ether necessary for the final F-ring closure of the kopsifoline skeleton.

Cycloaddition protocol for the assembly of the hexacyclic framework associated with the kopsifoline alkaloids

(Chemical Equation Presented) An approach to the hexacyclic framework of the kopsifoline alkaloids has been developed and is based on a Rh(II)-catalyzed cyclization-cycloaddition cascade. The resulting [3+2]-cycloadduct was readily converted into the TBS