72228-49-0

Upstream product

• 72228-38-7 β-(N-Methyl-2-lithio-3-indolyl)styrene 
• 74-88-4 methyl iodide 
• 100-42-5 styrene 
• 875-79-6 1,2-dimethylindole 
• 1397587-18-6 3,3′-(2-phenylethane-1,1-diyl)bis(1,2-dimethyl-1H-indole) 
• 6314-97-2 1,1-diethoxy-2-phenylethane 
• 122-78-1 phenylacetaldehyde 
• 72228-54-7 β-(N-methyl-3-indolyl)styrene 

Downstream Products

• 72228-52-5 9,9a-Dimethyl-3-phenyl-9,9a-dihydro-3H-[1,2]dioxino[3,4-b]indole 

Relevant academic research and scientific papers

Condensation of indoles and aldehydes in subcritical water without the addition of catalysts

A series of 3,3′-diindolylmethanes were prepared in high yields from indoles and aldehydes under subcritical water conditions without the addition of catalysts. 3-Alkenylindoles were also obtained in good yields from aldehydes bearing benzylic hydrogen atoms.

Aerobic dehydrogenative Heck reactions of heterocycles with styrenes: A negative effect of metallic Co-oxidants

The aerobic dehydrogenative Heck reaction (DHR) of heterocycles with styrenes was found to be more efficient in the absence of metallic cooxidants. According to a study of the isotope effect, the C-H cleavage was the rate-determining step of the catalytic

FeCl3?6H2O-catalyzed alkenylation of indoles with aldehydes

FeCl3?6H2O-catalyzed efficient C3-alkenylation of indoles was realized through the condensation of aldehydes and indole derivatives in the presence of 2 equiv of ethanol at ambient temperature, forming 3- vinylindoles in up to 93% yields. Ethanol promoted formation of the desired products. An obvious solvent effect was observed, and bisindoles were identified as the reaction intermediates.

α-Lithio-3-indolylacetate Synthons: Generation and Synthetic Utilization

3-Indolyl-, (N-methyl-3-indolyl)-, and (N-methyl-2-methyl-3-indolyl)acetic acids are quantitatively α-lithiated directly with n-BuLi, while methyl (N-methyl-3-indolyl)acetate is quantitatively α-lithiated with lithium diisopropylamide (LDA) at -78 deg C in THF.These useful synthons react readily with electrophiles such as alkyl halides, chlorosilanes, and ketones to afford the respective α-alkyl derivatives 1, ketene silyl acetals 2, and β-hydroxy acids 3.Photosensitized oxygenation of the ketene silyl acetals 2 affords 1,2-diox-4-ene products through (2 + 4) cycloaddition with singlet oxygen.