1105512-82-0

Basic information

• Product Name: 3-(4-methoxycarbonylbenzyl)oxindole
• Synonyms: 3-(4-methoxycarbonylbenzyl)oxindole
• CAS NO: 1105512-82-0
• Molecular Weight: 281.311
• Mol File: 1105512-82-0.mol

Chemical Properties

• CAS DataBase Reference: 3-(4-methoxycarbonylbenzyl)oxindole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-methoxycarbonylbenzyl)oxindole(1105512-82-0)
• EPA Substance Registry System: 3-(4-methoxycarbonylbenzyl)oxindole(1105512-82-0)

Safety Data

• Hazardous Substances Data: 1105512-82-0(Hazardous Substances Data)

Upstream product

• 1105512-95-5 methyl 2-(2-nitrophenyl)-3-(4-methoxycarbonylphenyl)acrylate 
• 1231755-78-4 methyl (2E)-2-(2-nitrophenyl)-3-(4-methoxycarbonylphenyl)acrylate 
• 494836-60-1 methyl α-(2-nitrophenyl)acrylate 

Relevant articles and documents

Room-temperature, ligand- and base-free heck reactions of aryl diazonium salts at low palladium loading: Sustainable preparation of substituted stilbene derivatives

The Pd(OAc)2-catalyzed Heck reaction of aryl diazonium salts with 2-arylacrylates led to cis-stilbenes with good to excellent stereoselectivity. The environmentally friendly protocol developed in this work features low palladium loading in technical-grade methanol at room temperature under base-, additive-, and ligand-free condi-tions. The same protocol applied to simple Heck coupling of aryl diazonium salts with methyl acrylate allows as-tonishingly low palladium loading, down to 0.005 mol %. The stereoselectivity experimentally observed for the synthesis of cis-stilbenes has been rationalized by DFT calculations. Moreover, the role of methanol in promoting the reaction has been clarified by a computational study.

Synthesis of oxindoles by tandem heck-reduction-cyclization (HRC) from a single bifunctional, in situ generated Pd/C catalyst

A tandem sequence involving palladium-catalyzed sequential Heck-reduction-cyclization transformations in mild conditions has been developed for the synthesis of oxindoles. The protocol involves inexpensive reagents and does not require any additives such

Heterogeneous palladium multi-task catalyst for sequential Heck-reduction-cyclization (HRC) reactions: influence of the support

An evaluation study of various palladium supports led to the selection of charcoal as the most efficient system for the preparation of oxindoles by sequential Heck-reduction-cyclization (HRC) reactions. The in situ prepared Pd0/C was not recyclable for further cross-coupling reactions but remains still highly active for reduction processes. The sustainable chemistry described herein allows extremely simple experimental protocol under mild conditions, free of any base, ligand and additive.