16307-72-5

Upstream product

• 1591-31-7 4-iodo-biphenyl 
• 64-19-7 acetic acid 
• 79-21-0 peracetic acid 
• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 

Downstream Products

• 1264728-57-5 4-([1,1'-biphenyl]-4-yloxy)-3,6-di((S)-sec-butyl)-3-hydroxy-1-methoxypiperazine-2,5-dione 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1448602-23-0 C₁₉H₁₆IO⁽¹⁺⁾*C₇H₇O₃S^(1-) 

Relevant academic research and scientific papers

Nonafluoro- tert-butoxylation of Diaryliodonium Salts

A highly efficient method to incorporate the nonafluoro-tert-butoxy group into various arenes is developed. This C-O cross-coupling reaction proceeds smoothly in the absence of transition-metal catalyst with good functional group tolerance and scalability

NH-Heterocyclic Aryliodonium Salts and their Selective Conversion into N1-Aryl-5-iodoimidazoles

The synthesis of N-arylimidazoles substituted at the sterically encumbered 5-position is a challenge for modern synthetic approaches. A new family of imidazolyl aryliodonium salts is reported, which serve as a stepping stone on the way to selective formation of N1-aryl-5-iodoimidazoles. Iodine acts as a “universal” placeholder poised for replacement by aryl substituents. These new λ3-iodanes are produced by treating the NH-imidazole with ArI(OAc)2, and are converted to N1-aryl-5-iodoimidazoles by a selective copper-catalyzed aryl migration. The method tolerates a variety of aryl fragments and is also applicable to substituted imidazoles.

A mild carbon-boron bond formation from diaryliodonium salts

The direct metal-free borylation of diaryliodonium salts with diboron reagents is now demonstrated to be a feasible process toward formation of aryl boronic esters without any additive or catalysts, and it can be extended to a two-step C-C coupling of both aryl groups of the initial diaryliodonium reagent.

IODINE(III)-MEDIATED RADIOFLUORINATION

A process for fluorination of aromatic compounds employing iodonium ylides and applicable to radiofluorination using 18F is described. Processes, intermediates, reagents and radiolabelled compounds are described.

Radiofluorination of diaryliodonium tosylates under aqueous-organic and cryptand-free conditions

Positron emission tomography (PET) has growing importance as a molecular imaging technique in clinical research and drug development. Methods for producing PET radiotracers utilizing cyclotron-produced [18F]fluoride ion (t1/2 = 109.7

Synthesis-guided structure revision of the sarcodonin, sarcoviolin, and hydnellin natural product family

A sweeping structural revision of the sarcodonin natural product family (published structures 1a-13a) is proposed after extensive studies aimed at their chemical synthesis. Key features of revised structure 1b include replacement of the N,N-dioxide moiety with an oxime, ring-opening of the central diketopiperazine, and transposition of the terphenyl wing from the 1β-2β position of 1a to the 2β-3β position of 1b. This structure revision arose from the serendipitous synthesis of a benzodioxane aminal (44) whose structure was unambiguously determined by X-ray crystallography and whose spectral properties bore considerable resemblance to the published data for the sarcodonins. A versatile new method for O-arylation of hydroxamic acids is also reported herein, as well as a manganese(III)- mediated α-oxidation of hydroxamic acids to aminals.