103796-37-8

Basic information

• Product Name: 3-iodo-4-methoxy-N,N-dimethyl-aniline
• CAS NO: 103796-37-8
• Molecular Weight: 277.105
• Mol File: 103796-37-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-iodo-4-methoxy-N,N-dimethyl-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-iodo-4-methoxy-N,N-dimethyl-aniline(103796-37-8)
• EPA Substance Registry System: 3-iodo-4-methoxy-N,N-dimethyl-aniline(103796-37-8)

Safety Data

• Hazardous Substances Data: 103796-37-8(Hazardous Substances Data)

Upstream product

• 512-56-1 trimethyl phosphite 
• 74587-12-5 3-iodo-4-methoxyaniline 
• 50-00-0 formaldehyd 

Relevant articles and documents

Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the " Meta Constraint" in the Palladium/Norbornene Catalysis

Arenes with four different contiguous substituents, i.e. 1,2,3,4-tetrasubstituted arenes, are commonly found in bioactive compounds, but they are nontrivial to access via conventional methods. Through addressing the "meta constraint" in the palladium/norbornene (Pd/NBE) cooperative catalysis, which is the difficulty of tolerating a sizable meta substituent in aryl halide substrates, here a modular and regioselective approach is realized for preparing 1,2,3,4-tetrasubstituted arenes. One key is the use of a C2-amide-substituted NBE, and a combined experimental and computational study reveals its role in promoting the NBE insertion and the ortho C-H metalation steps. The scope is broad: A variety of electrophiles and nucleophiles could be introduced to the ortho and ipso positions, respectively, with 1,4-disubstituted aryl halides, leading to diverse unsymmetrical contiguous tetrasubstituted arenes. Application of this approach has been demonstrated in streamlined syntheses of several bioactive compounds.