17375-64-3

Upstream product

• 2525-41-9 1-(phenylsulfonyl)propyne 
• 1137-96-8 (Z)-N-benzylideneaniline oxide 
• 948-65-2 2-phenyl-indole 
• 108-24-7 acetic anhydride 
• 1301219-66-8 C₁₆H₁₃NO₄ 
• 609-73-4 o-nitroiodobenzene 
• 93-91-4 1-phenylbutan-1,3-dione 
• 1969-72-8 (2-nitrophenyl)acetone 
• 1429196-07-5 5-methyl-4-(2-nitrophenyl)-3-phenylisoxazole 
• 88-74-4 2-nitro-aniline 
• 127-19-5 N,N-dimethyl acetamide 
• 98-86-2 acetophenone 
• 100-63-0 phenylhydrazine 
• 26385-33-1 N-[2-(2-phenylethynyl)phenyl]acetamide 

Downstream Products

• 101727-26-8 (2-phenyl-indol-3-yl)-glyoxal 
• 96058-46-7 4-[(2-phenyl-indol-3-yl)-thioacetyl]-morpholine 
• 140472-53-3 (E)-3-phenyl-1-(2-phenyl-1H-indol-3-yl)prop-2-en-1-one 
• 62367-64-0 1-(1-methyl-2-phenyl-1H-indol-3-yl)ethan-1-one 
• 140472-54-4 1-(1'-methyl-2'-phenylindol-3'-yl)-3-phenylprop-2-en-1-one 
• 140472-61-3 5,5-dimethyl-2-(1'-methyl-2'-phenylindol-3'-yl)-4-phenyl-1-pyrroline 
• 140472-60-2 5,5-dimethyl-2-(1'-methyl-2'-phenylindol-3'-yl)-4-phenyl-1-pyrroline 1-oxide 
• 140472-57-7 4-methyl-1-(1'-methyl-2'-phenylindol-3'-yl)-4-nitro-3-phenylpentan-1-one 
• 78395-80-9 1-methyl-3-acetyl-5-nitroindole 
• 78395-81-0 1-methyl-3-acetyl-4-nitroindole 
• 78395-73-0 1-methyl-2-phenyl-3,6-dinitroindole 
• 78395-71-8 1-methyl-2-phenyl-3-nitro-1H-indole 
• 59050-38-3 2-phenyl-indole-3-carboxylic acid 
• 102662-49-7 2-(2-phenyl-indol-3-yl)-quinoxaline 

Relevant academic research and scientific papers

Photochromic Indolyl Fulgimides as Chromo-pharmacophores Targeting Sirtuins

Sirtuins are involved in epigenetic regulation, the pathogenesis of cancer, and several metabolic and neurodegenerative diseases. Despite being a promising drug target, only one small molecule passed class II clinical trials to date. Deriving a better mechanistic understanding is hence crucial to find new modulators. We previously reported on a series of dithienyl maleimides as photochromic tool compounds. However, their photochromic behavior was limited. To improve the interconversion and stability of both photoisomers, we replaced the dithienyl maleimide with a fulgimide as a photochromic core to result in biologically active compounds reversibly addressable with purple and orange light. We characterize the obtained compounds regarding their spectroscopic properties, their photostability, and binding characteristics toward sirtuins resulting in a fully remote-controllable Sirtuin modulator using visible light as the external stimulant.

Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics

Iminyl radicals are reactive intermediates that can be used for the construction of various valuable heterocycles. Herein, the electrochemical decarboxylation of α-imino-oxy acids for the generation of iminyl radicals has been accomplished under exogenous-oxidant- and metal-free conditions through the use ofnBu4NBr as a mediator. The resulting iminyl radicals undergo intramolecular cyclization smoothly with the adjacent (hetero)arenes to afford a series of indole-fused polycyclic compounds.

A competitive and highly selective 7-, 6- And 5-annulation with 1,3-migration through C-H and N-H-alkyne coupling

We demonstrated a highly competitive and selective C-C and N-C cross-coupled 7-, 6- and 5-annulation utilizing 2-ethynylanilides to afford functionalized 1H-benzo[b]azepin-2(5H)-ones, 2-quinolinones, and 3-acylindoles in high yield. ZnCl2 was f

Reactions of nitrilium salts with indole and pyrrole and their derivatives in the synthesis of imines, ketones and secondary amines

Abstract Reactions of N-methyl- and N-ethyl-nitrilium salts with indole and pyrrole and their derivatives yield imines or imine salts in good yields. The related imines are obtained from the salts after careful basification and hydrolysis of the imine salts or the imines by heating with aqueous base give the related ketones in good yields. Alternatively, the imine salts can be reduced using sodium borohydride in methanol to give the related secondary amines.

A Scalable Method for Regioselective 3-Acylation of 2-Substituted Indoles under Basic Conditions

Privileged structures such as 2-arylindoles are recurrent molecular scaffolds in bioactive molecules. We here present an operationally simple, high yielding and scalable method for regioselective 3-acylation of 2-substituted indoles under basic conditions

Synthesis of 1H-Indol-3-ylpyrazole derivatives from 1,3,5-triketones and arylhydrazines: One-pot construction of pyrazole and indole rings

The reaction of 1,3,5-triketones and arylhydrazines provided indolylpyrazole derivatives in a one-pot reaction in good to moderate yields. Both the pyrazole and indole rings were constructed simultaneously with phenylhydrazine, RCOCH2CO- moiety for the py

Heterocycle-heterocycle strategies: (2-nitrophenyl)isoxazole precursors to 4-aminoquinolines, 1 H-indoles, and quinolin-4(1 H)-ones

Reductive heterocycle-heterocycle (heterocycle → heterocycle; H-H) transformations that give 4-aminoquinolines, 3-acylindoles, and quinolin-4(1H)-ones from 2-nitrophenyl substituted isoxazoles are reported. When this methodology is applied to 3,5-, 4,5-,

Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles

An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)2/2,2′-bipyridine system and with d-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.

Regioselective one pot synthesis of 3,3′-diindolylethylene derivatives and study of their cytotoxic activity

2,2′-Diphenyl-3,3′-diindolylethylene (DPDIE) derivatives 3a-g were regioselectively prepared in one pot from indoles 1a-g in the presence of Lewis acids and were subsequently evaluated for cytotoxic activity against human leukemic cell lines, U937 and K56

An easy access to carbazolones and 2,3-disubstituted indoles

Synthesis of carbazol-4-ones, 3,4-dihydrocyclopental-indol-1-one, and indole derivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation of 3-hydroxy-2-(2-nitrophenyl)enones is demonstrated. The same protocol has been extended to access indolocarbazolone and indoloquinolone derivatives. Synthesis ofderivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation strategy is demonstrated. The starting materials were easily accessed from C-arylation of 1,3-diketones by o-nitroiodobenzenes. Copyright