31896-75-0

Upstream product

• 19012-03-4 N-methyl-3-formylindole 
• 1912-48-7 2-(1-methyl-1H-indol-3-yl)acetic acid 
• 603-76-9 1-methylindole 
• 120-72-9 indole 
• 50-00-0 formaldehyd 
• 106-47-8 4-chloro-aniline 
• 124-38-9 carbon dioxide 
• 121-69-7 N,N-dimethyl-aniline 
• 1073-67-2 4-vinylbenzyl chloride 

Downstream Products

• 318-54-7 2,2,2-trifluoro-1-(1-methyl-1H-indol-3-yl)ethan-1-one 
• 61844-15-3 N-methylindole-3-azo-(4'-nitrobenzene) 
• 61844-16-4 1-methyl-2-(1'-methylindol-3'-ylmethyl)-3-(p-nitrophenylazo)indole 

Relevant academic research and scientific papers

Divergent synthesis of α-functionalized amides through selective N-O/C-C or N-O/C-C/C-N cleavage of aza-cyclobutanone oxime esters

Herein, a novel sequential ring opening reaction of aza-cyclobutanone oxime esters with isocyanides is described. The reaction proceeded smoothly under redox-neutral and mild conditions, leading to a divergent synthesis of α-cyanomethylaminoamides, α-acyloxyamides and α-acylaminoamides. In these transformations, a selective N-O/C-C or N-O/C-C/C-N cleavage was achieved only by changing the iron-catalyst system. Among them, a rare sequential N-O/C-C/C-N cleavage process with a classical Passerini or Ugi multicomponent reaction can be executed in a single step. To the best of our knowledge, this work creates a novel reaction mode of cycloketone oximes and provides new opportunities for reaction design.

C-Methylenation of anilines and indoles with CO2and hydrosilane using a pentanuclear zinc complex catalyst

The one-stepC-methylenation of anilines and indoles with CO2and phenylsilane was catalyzed by a pentanuclear ZnIIcomplex to give diarylmethanesviageminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generatedin situis a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both theC-methylenation andN-methylation proceeded.

Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes

An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.

Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes

Reported herein is an effective strategy for oxidative cross-coupling of indoles with various aldehydes. The strategy is based on a two-step transformation via a well-known Mannich-type reaction and a C-N bond cleavage for carbonyl introduction. The key step - the C-N bond cleavage of the Mannich product - was enabled by electrochemistry. This strategy (with over 40 examples) ensures excellent functional-group tolerance as well as late-stage functionalization of pharmaceutical molecules.

DYE-SENSITIZED PHOTOOXIDATION OF 1-METHYLINDOLYL-3-ACETIC ACID

The structure of the products constituting the complex mixture afforded by the entitled reaction is similar to that proceeding from the N-unmethylated acid and supports the presumed mechanistic analogy with the enzymatic oxidation.