Hypervalent iodine chemistry and light: photochemical reactions involving hypervalent iodine Chemistry

Chemistry of hypervalent iodine reagents have developed extensively after the discovery of IBX as a commercial reagent in organic synthesis. Their stability in air, environmentally nature and unique reactivity under mild reaction conditions makes them more suitable reagents for medicinal and natural product chemistry. Various synthetic transformations have been achieved by using hypervalent iodine reagents under mild reaction conditions. Hypervalent iodine catalysis is identified as an emerging research area in past couple of decades. In past few years, hypervalent iodine reagents have found their application in photoredox catalysis. In this review article, the progress of photoredox catalysis by involving hypervalent iodine reagents would be covered

Progress in organocatalysis with hypervalent iodine catalysts

Hypervalent iodine compounds as environmentally friendly and relatively inexpensive reagents have properties similar to transition metals. They are employed as alternatives to transition metal catalysts in organic synthesis as mild, nontoxic, selective and recyclable catalytic reagents. Formation of C–N, C–O, C–S, C–F and C–C bonds can be seamlessly accomplished by hypervalent iodine catalysed oxidative functionalisations. The aim of this review is to highlight recent developments in the utilisation of iodine(III) and iodine(V) catalysts in the synthesis of a wide range of organic compounds including chiral catalysts for stereoselective synthesis. Polymer-, magnetic nanoparticle- and metal organic framework-supported hypervalent iodine catalysts are also described

Stereoselective reactions of organoselenium reagents including catalysis

In the last decades, organoselenium chemistry has been developed as an important tool for synthetic and medicinal chemistry. The variety of organoselenium reagents has led to many versatile and new approaches in synthetic organic chemistry. Various synthetic moieties can be selectively introduced into complex molecules under very mild reaction conditions. The unique properties of selenium allow the development of novel and highly selective transformations, which can be employed for the synthesis of synthetic and naturally occurring chiral building blocks. This chapter highlights some recent developments of stereoselective reactions using organoselenium reagents including asymmetric catalysis

ChemInform Abstract: Hypervalent Iodine Mediated Oxidative Cyclization of o-Hydroxystilbenes into Benzo- and Naphthofurans.

A new and convenient metal-free cyclization of ortho-hydroxystilbenes into 2-arylbenzofurans and 2-arylnaphthofurans mediated by hypervalent iodine reagents is described. The cyclization products are isolated in good to excellent yields using stoichiometric (diacetoxyiodo)benzene in acetonitrile

Stereoselective reactions

In the past few decades, the chemistry of hypervalent iodine reagents has been developed as an important tool for synthetic and natural product chemistry. The variety of hypervalent iodine reagents has led to number of versatile oxidative strategies in synthetic organic chemistry. Various synthetic moieties can be selectively introduced into complex molecules under very mild reaction conditions. In addition, various hypervalent iodine‐catalyzed stereoselective approaches have been developed by generating active catalytic species in situ via oxidation of precatalysts. This chapter highlights some recent developments of stereoselective reactions using hypervalent iodine reagents including catalysis

Selenium-catalyzed regioselective cyclization of unsaturated carboxylic acids using hypervalent iodine oxidants

A new and convenient selenium-catalyzed regioselective cyclization of γ,δ-unsaturated carboxylic acids to the corresponding 3,6-dihydro-2H-pyran-2-ones is described. The cyclization products have been obtained in good to excellent yields using diphenyl diselenide as a catalyst and [bis(trifluoroacetoxy)iodo]benzene as a stoichiometric oxidant

7. Selenium and tellurium electrophiles in organic synthesis

This chapter highlights the utility of electrophilic achiral and chiral organoselenium reagents in organic synthesis. A range of reactions from alkene functionalizations, the functionalization of aliphatic and aromatic C-H bonds using stoichiometric and catalytic approaches as well as rearrangement reactions are described. In addition, the utility of organotellurium reagents in organic synthesis is covered in this chapter

Hypervalent iodine mediated oxidative cyclization of o-hydroxystilbenes into benzo- and naphthofurans

A new and convenient metal-free cyclization of ortho-hydroxystilbenes into 2-arylbenzofurans and 2-arylnaphthofurans mediated by hypervalent iodine reagents is described. The cyclization products are isolated in good to excellent yields using stoichiometric (diacetoxyiodo)benzene in acetonitrile