487003-22-5

Upstream product

• 487003-20-3 1-benzyl-6-methoxy-1H-indole-2,3-dione 
• 100-39-0 benzyl bromide 
• 642410-33-1 N-benzyl-2-(benzylsulfinyl)-N-(3-methoxyphenyl)acetamide 
• 642410-32-0 N-benzyl-2-(benzylsulfanyl)-N-(3-methoxyphenyl)acetamide 
• 90811-55-5 N-benzyl-(3-methoxyaniline) 
• 642410-34-2 1-benzyl-3-benzylsulfanyl-6-methoxy-1,3-dihydroindol-2-one 
• 642410-31-9 N-benzyl-2-bromo-N-(3-methoxyphenyl)acetamide 
• 52351-75-4 6-methoxyisatin 

Downstream Products

• 487003-24-7 1-benzyl-1,3-dihydro-6-hydroxy-2H-indol-2-one 
• 1447816-56-9 C₂₂H₁₉NO₂ 
• 487003-27-0 1-benzyl-1,3-dihydro-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2H-indol-2-one 

Relevant academic research and scientific papers

Synthesis of (±)-strychnofoline via a highly convergent selective annulation reaction

Studies aimed at preparing (±)-strychnofoline by total synthesis are detailed. The route described makes use of a recently developed MgI 2-mediated ring-expansion reaction of spiro[cyclopropan-1,3′- oxindole] with a cyclic disubstituted aldimin

Solid phase approaches to N-heterocycles using a sulfur linker cleaved by SmI2

A sulfur HASC (α-hetero-atom substituted carbonyl) linker has been utilized in solid-phase approaches to oxindoles and tetrahydroquinolones. The route to oxindoles employs the first Pummerer cyclizations on solid phase, whereas the route to tetrahydroquinolones involves a microwave-assisted Heck reaction followed by a Michael cyclization. In both cases, the linker is cleaved in a traceless fashion by electron transfer from samarium(II) iodide. The routes illustrate the compatibility of the linker system with a number of reaction types and its utility for library synthesis.

The first Pummerer cyclisations on solid phase. Convenient construction of oxindoles enabled by a sulfur-link to resin

α-Sulfanyl N-aryl acetamides, attached to resin via the sulfur atom, undergo efficient Pummerer cyclisation upon activation of the sulfur link, to give oxindoles; heterocyclic products can be cleaved from the resin in a traceless manner using samarium(II) iodide.

First total synthesis of (±)-strychnofoline via a highly selective ring-expansion reaction

An efficient synthesis of the antitumor alkaloid (±)-strychnofoline is documented. Key to the development of the highly convergent strategy delineated is the coupling of a cyclic imine with spiro[cyclopropan-1,3'-oxindole], which takes place in a highly d