Hypervalent iodine compounds: reagents of the future

Abstract

This short introductory review provides a brief summary of history and recent developments in the field of hypervalent iodine chemistry in connection with the 7th International Conference on Hypervalent Iodine Chemistry (ICHIC-2021, Moscow, 27 th June to 1 st July, 2021). Hypervalent iodine reagents and catalysts are intensively used in modern organic chemistry as mild, environmentally safe, and economical alternative to heavy metal reagents. General features and applications of hypervalent iodine compounds are overviewed.

Unexpected Products of Benzylamine Oxidation Catalyzed by Manganese Porphyrins: Some Factors that Play a Critical Role for Imine Formation

“…However, US provided lower product yields than magnetic stirring and BZD was not detected in this system (Table 2, entry 12). In this case, we may suggest that US accelerated the disproportionation of PhIO, generating inactive catalytic species (as PhI or PhIO 2 ), [29] contributing to the low yield observed. Catalyst destruction in this system was 74%.…”

Evolution of N‐Heterocycle‐Substituted Iodoarenes (NHIAs) to Efficient Organocatalysts in Iodine(I/III)‐Mediated Oxidative Transformations

“…In the oxidative cyclization of 2-biphenylcarboxylic acid (13) [39] (Scheme 2-b) NHIA 10 e gave the product 14 in moderate yield of 59%, whereas iodobenzene (7) gave only 38%. In contrast, NHIA 10 a showed a high reactivity yielding the desired lactone 14 in 91% and still in good yield of 80% with only 10 mol% catalyst loading.…”

“…They can either be applied as stoichiometric oxidants or in catalytic amounts when combined with a terminal co-oxidant. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] The latter approach, in which only catalytic amounts of a iodine(I) pre-catalyst are needed, is in general more desirable in terms of sustainability and atom economy. [18][19][20] Therefore, recent years witnessed a fast growing field of aryl iodides exclusively designed for these catalytic applications.…”

Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon‐Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones

“…[15] In general, [bis(acyloxy)iodo]arenes are colourless, stable microcrystalline solids,w hich can be recrystallised and stored for extendedp eriods of time without significant decomposition and are effective for diverse oxidation reactions. [16] Although iodine-based reactants are ag ood choice for preparing naphthoquinones,e xcess of the oxidanti so ften needed. Thus, the demandf or new reagents/oxidation methods is continuous, aiming for broad scope and efficiency in the oxidation process.…”