1429318-45-5

Basic information

• Product Name: di(4-methoxyphenyl)iodonium triflate
• Synonyms: di(4-methoxyphenyl)iodonium triflate
• CAS NO: 1429318-45-5
• Molecular Weight: 490.239
• Mol File: 1429318-45-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: di(4-methoxyphenyl)iodonium triflate(CAS DataBase Reference)
• NIST Chemistry Reference: di(4-methoxyphenyl)iodonium triflate(1429318-45-5)
• EPA Substance Registry System: di(4-methoxyphenyl)iodonium triflate(1429318-45-5)

Safety Data

• Hazardous Substances Data: 1429318-45-5(Hazardous Substances Data)

Upstream product

• 696-62-8 para-iodoanisole 
• 90-14-2 1-Iodonaphthalene 
• 591-50-4 iodobenzene 
• 16308-14-8 4-methoxy(diacetoxyiodo)benzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1493-13-6 trifluorormethanesulfonic acid 
• 100-66-3 methoxybenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 

Downstream Products

• 1258498-75-7 benzo[d]oxazol-2-yl(4-methoxy phenyl)methanone 
• 1429318-70-6 C₂₇H₂₅N₃O₃ 
• 78914-94-0 4-methoxyphenyl trifluoromethylsulfide 
• 402-52-8 methyl 4-(trifluoromethyl)phenyl ether 
• 100-17-4 para-methoxynitrobenzene 
• 5285-90-5 4-thiocyanatoanisole 
• 1655-74-9 bis(4-methoxyphenyl) ether 
• 696-62-8 para-iodoanisole 
• 19061-33-7 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene 

Relevant articles and documents

Base-Free Selective O-Arylation and Sequential [3,3]-Rearrangement of Amidoximes with Diaryliodonium Salts: Synthesis of 2-Substituted Benzoxazoles

A variety of functionalized 2-substituted benzoxazoles can be prepared in good yields from amidoximes and diaryliodonium salts by selective O-arylation and sequential [3,3]-rearrangement under metal-free conditions. O-arylation of amidoximes was promoted by 3 ? molecule sieves in the absence of a base and a sequential TFA-mediated [3,3]-rearrangement was used to synthesize 2-substituted benzoxazoles. Both of the O-aryl products and rearrangement products were compatible with a broad range of sensitive functional groups such as ester, aldehyde, nitro, vinyl, amine, and amide groups in addition to halides. A bidentate N-ligand with double benzoxazoles was prepared at gram-scale in two steps. (Figure presented.).

Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Competing Pathways in O-Arylations with Diaryliodonium Salts: Mechanistic Insights

A mechanistic study of arylations of aliphatic alcohols and hydroxide with diaryliodonium salts, to give alkyl aryl ethers and diaryl ethers, has been performed using experimental techniques and DFT calculations. Aryne intermediates have been trapped, and additives to avoid by-product formation originating from arynes have been found. An alcohol oxidation pathway was observed in parallel to arylation; this is suggested to proceed by an intramolecular mechanism. Product formation pathways via ligand coupling and arynes have been compared, and 4-coordinated transition states were found to be favored in reactions with alcohols. Furthermore, a novel, direct nucleophilic substitution pathway has been identified in reactions with electron-deficient diaryliodonium salts.