189581-08-6Relevant academic research and scientific papers
Site-selective oxidation of unactivated C sp 3-H bonds with hypervalent iodine(III) reagents
Moteki, Shin A.,Usui, Asuka,Zhang, Tiexin,Solorio Alvarado, Cesar R.,Maruoka, Keiji
, p. 8657 - 8660 (2013)
By design: The site-selective oxidation of unactivated secondary C sp 3-H bonds was accomplished with hypervalent iodine(III) reagents and tert-butyl hydroperoxide (see scheme). The preparation and derivatization of the hypervalent iodine(III) reagent are simple, thus allowing the rational design of these reagents to optimize the site selectivity of the oxidation. Copyright
Synthesis of Diverse Aryliodine(III) Reagents by Anodic Oxidation?
Zu, Bing,Ke, Jie,Guo, Yonghong,He, Chuan
, p. 627 - 632 (2021/02/12)
An anodic oxidation enabled synthesis of hypervalent iodine(III) reagents from aryl iodides is demonstrated. Under mild electrochemical conditions, a range of aryliodine(III) reagents including iodosylarenes, (difunctionaliodo)arenes, benziodoxoles and diaryliodonium salts can be efficiently synthesized and derivatized in good to excellent yields with high selectivity. As only electrons serve as the oxidation reagents, this method offers a more straightforward and sustainable manner avoiding the use of expensive or hazardous chemical oxidants.
New organohypervalent iodine reagents for α-methylphosphonylations and α-diphenyl- and α-dimethylphosphinylations
Moriarty, Robert M.,Condeiu, Cristian,Tao, Anping,Prakash, Om
, p. 2401 - 2404 (2007/10/03)
[Hydroxy(((phenoxy)(methyl)phosphoryl)oxy)iodo]benzene (1), [hydroxy(((diphenyl)phosphoryl)oxy)iodo]benzene (2) and [hydroxy(((dimethyl)phosphoryl)oxy)iodo]benzene (3), obtained from the reaction of iodosobenzene with phenyl methylphosphonic acid, diphenyl- and dimethylphosphinic acid, respectively, effect the introduction of the corresponding phosphonate or phosphinate groups α- to ketone and eater carbonyl groups. Phenylacetylene is transformed by reagents 1-3 into the corresponding α-functionalized acetophenone derivatives.
