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.

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.

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