70539-49-0

Basic information

• Product Name: methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate
• Synonyms: methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate
• CAS NO: 70539-49-0
• Molecular Weight: 333.408
• Mol File: 70539-49-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate(70539-49-0)
• EPA Substance Registry System: methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate(70539-49-0)

Safety Data

• Hazardous Substances Data: 70539-49-0(Hazardous Substances Data)

Upstream product

• 66801-18-1 N-(4-methoxycarbonylbenzyl)-4-methylbenzenesulfonamide 
• 77-78-1 dimethyl sulfate 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 640-61-9 N-methyl-p-toluenesulfonylamide 

Downstream Products

• 49742-56-5 methyl 4-(4-tolyl)benzoate 

Relevant articles and documents

Metal-Free Aryl Cross-Coupling Directed by Traceless Linkers

The metal-free, highly selective synthesis of biaryls poses a major challenge in organic synthesis. The scope and mechanism of a promising new approach to (hetero)biaryls by the photochemical fusion of aryl substituents tethered to a traceless sulfonamide linker (photosplicing) are reported. Interrogating photosplicing with varying reaction conditions and comparison of diverse synthetic probes (40 examples, including a suite of heterocycles) showed that the reaction has a surprisingly broad scope and involves neither metals nor radicals. Quantum chemical calculations revealed that the C?C bond is formed by an intramolecular photochemical process that involves an excited singlet state and traversal of a five-membered transition state, and thus consistent ipso–ipso coupling results. These results demonstrate that photosplicing is a unique aryl cross-coupling method in the excited state that can be applied to synthesize a broad range of biaryls.