23772-62-5

Upstream product

• 71056-40-1 C₁₇H₁₃NO₂ 
• 3359-49-7 3-benzylideneoxindole 
• 75-36-5 acetyl chloride 
• 100-52-7 benzaldehyde 
• 59-48-3 2-oxoindole 

Downstream Products

• 1391858-95-9 C₃₃H₂₇NO₄ 
• 143209-78-3 C₂₅H₂₆N₂O 
• 143209-60-3 N-[2-(2-Benzyl-3-oxo-2,3,4,5,6,7,8,9-octahydro-1H-cycloocta[b]pyrrol-2-yl)-phenyl]-acetamide 
• 143209-59-0 N-[2-(2-Benzyl-5-methyl-3-oxo-4-phenyl-2,3-dihydro-1H-pyrrol-2-yl)-phenyl]-acetamide 

Relevant academic research and scientific papers

Microfluidic Visible-Light Paternò–Büchi Reaction of Oxindole Enol Ethers

A novel microfluidic visible-light process for the functionalisation of oxindoles is reported. The chemistry is based on the reactivity of the corresponding enol ethers, which participate in a site-, regio- and diastereoselective [2+2] heterocycloaddition (Paternò–Büchi) process. The mild reaction conditions, the use of available ketones, together with the high generality (23 examples) and robustness (up to gram scale) make this process a useful synthetic platform for the construction of structurally strained heterocycles.

Pd(0)-Catalyzed Chemoselective Deacylative Alkylations (DaA) of N-Acyl 2-Oxindoles: Total Syntheses of Pyrrolidino[2,3- b]indoline Alkaloids, (±)-Deoxyeseroline, and (±)-Esermethole

We report an efficient Pd(0)-catalyzed deacylative allylation of N-acyl 3-substituted 2-oxindoles via the coupling of in situ generated nucleophiles (3 and 4) with allyl electrophiles for the synthesis of a variety of 2-oxindoles with C3-quaternary centers. Gratifyingly, this alkylation process is found to be highly chemoselective in nature, where a C-C bond formation is completely predominant over a C-N bond formation. A variety of key intermediates were synthesized utilizing an aforementioned methodology.