Two one-pot routes from iodoarenes to diaryliodonium triflates have been developed in the sustainable solvent ethyl acetate. The first method yields the recently reported aryl(dimethylisoxazolyl)iodonium triflates, circumventing the need for stepwise synthesis of this chemoselective arylating reagent. The second method gives other types of diaryliodonium salts, and the scalability of the protocols was exhibited with two >45 mmol scale-ups with impressively low E-factors.

Although functionalized cyclopropenes have found uses in many applications, their synthesis has been severely limited. Now, a hypervalent iodine reagent, in conjunction with gold catalysis, has been utilized to control their reactivity, allowing efficient formation of cyclopropenyl alkynes/alkenes.

The combination of mechanochemistry and hypervalent iodine chemistry has rarely been reported, despite the numerous advantages offered by this enabling technology. With this in mind, this study addresses the key issue of transforming hypervalent iodine-mediated, solution-based reactions into the mechanochemical realm, accompanied by benchmarking and sustainability studies of the different types of reactions. Interestingly, several reagents displayed quite different reactivity and regioselectivity under mechanochemical conditions.

The study of different forms of nanocellulose is a fast-growing field with many advantages. As a biobased polymer, it holds strong promise to replace petrochemical solid supports that need to be phased out. While there are already a plethora of nanocellulose applications, e.g., in the fields of material science, engineering, and water treatment, there is a surprising lack of reports concerning their applications in catalysis and organic chemistry. A crucial property of nanocellulose is its well-defined surface structure, which enables surface modifications to reach useful solid-supported catalysts and reagents. In this perspective, we explore the use of unmodified and modified variants of nanocellulose in organic chemistry. We further propose that the use of mechanochemistry could be a future application to increase the activity and eliminate the requirement for aqueous media due to nanocellulose’s dispersion issues.

The transition-metal free S-vinylation of thiophenols by vinylbenziodoxolones (VBX) constituted an important step forward in hypervalent iodine-mediated vinylations, highlighting the difference to vinyliodonium salts and that the reaction outcome was influenced by the substitution pattern of the benziodoxolone core. In this study, we report several new classes of hypervalent iodine vinylation reagents; vinylbenziodazolones, vinylbenziodoxolonimine and vinyliodoxathiole dioxides. Their synthesis, structural and electronic properties are described and correlated to the S-vinylation outcome, shedding light on some interesting facets of these reagents.