1276111-27-3Relevant academic research and scientific papers
Refining boron-iodane exchange to access versatile arylation reagents
Karandikar, Shubhendu S.,Stuart, David R.
supporting information, p. 1211 - 1214 (2022/02/03)
Aryl(Mes)iodonium salts, which are multifaceted aryl transfer reagents, are synthesized via boron-iodane exchange. Modification to both the nucleophilic (aryl boron) and electrophilic (mesityl-λ3-iodane) reaction components results in improved yield and faster reaction time compared to previous conditions. Mechanistic studies reveal a pathway that is more like transmetallation than SEAr.
Enantioselective α-arylation of aldehydes via the productive merger of iodonium salts and organocatalysis
Allen, Anna E.,MacMillan, David W. C.
supporting information; experimental part, p. 4260 - 4263 (2011/06/21)
The enantioselective α-arylation of aldehydes has been accomplished using diaryliodonium salts and a combination of copper and organic catalysts. These mild catalytic conditions provide a new strategy for the enantioselective construction and retention of enolizable α-formyl benzylic stereocenters, a valuable synthon for the production of medicinal agents. As one example, this new asymmetric protocol has been applied to the rapid synthesis of (S)-ketoprofen, a commercially successful oral and topical analgesic.
