21716-68-7

Upstream product

• 612-42-0 phenylglycine-o-carboxylic acid 
• 77-78-1 dimethyl sulfate 
• 50-00-0 formaldehyd 
• 13622-59-8 N-(2-methoxycarbonylphenyl)glycine methyl ester 
• 134-20-3 2-carbomethoxyaniline 
• 96-32-2 bromoacetic acid methyl ester 
• 85-91-6 Methyl N-methylanthranilate 
• 21716-67-6 2-(carboxymethyl)-N-methylanthranilic acid 
• 67-56-1 methanol 

Downstream Products

• 148761-44-8 methyl 3-hydroxy-4-methyl-4H-furo<3,2-b>indole-2-carboxylate 

Relevant academic research and scientific papers

Oxidative Coupling of 3-Oxindoles with Indoles and Arenes

A highly efficient method for the oxidative coupling of 2-substituted 3-oxindoles with aromatic compounds to form 2,2-disubstituted indolin-3-ones with broad scope is described. This work utilized oxygen as the terminal oxidant and a base-metal catalyst under mild conditions instead of toxic/precious-metal reagents and higher-molecular-weight oxidants. Quaternary structures were produced in modest-to-excellent yields (up to 96 %) without prefunctionalization.

Unexpected Insertion of Nitrogen into a C-C Bond: Access to 2,3-Disubstituted Quinazolinone Scaffolds

A novel, practical, highly efficient, and transition metal free nitrogen insertion reaction for the synthesis of 2,3-disubstituted quinazolinone derivatives was developed. Diverse functionalized 3-indolinone-2-carboxylates and nitrosoarenes with a wide range of substituted nitrosobenzenes, nitrosopyridines, dibenzofuranyl, or dibenzothienyl nitroso compounds worked smoothly to give 2,3-disubstituted quinazolinone derivatives in good to excellent yields (69-98%). A gram-scale reaction was achieved, and an afloqualone analogue was synthesized under the mild reaction conditions.