Hypervalent Iodine Reagents in Palladium-Catalyzed Oxidative Cross-Coupling Reactions.

Samata E Shetgaonkar,Fateh V Singh

doi:10.3389/fchem.2020.00705

Samata E Shetgaonkar, Fateh V Singh

Open Access

https://doi.org/10.3389/fchem.2020.00705

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Abstract

Hypervalent iodine compounds are valuable and versatile reagents in synthetic organic chemistry, generating a diverse array of useful organic molecules. Owing to their non-toxic and environmentally friendly features, these reagents find potential applications in various oxidative functionalization reactions. In recent years, the use of hypervalent iodine reagents in palladium-catalyzed transformations has been widely studied as they are strong electrophiles and powerful oxidizing agents. For instance, extensive work has been carried out in the field of C–H bond functionalization via Pd-catalysis using hypervalent iodine reagents as oxidants. In addition, nowadays, iodine(III) reagents have been frequently employed as arylating agents in Pd-catalyzed C–H arylation or Heck-type cross-coupling reactions. In this review, recent advancements in the area of palladium-catalyzed oxidative cross-coupling reactions using hypervalent iodine reagents are summarized in detail.

Highlights

Hypervalent iodine compounds are ubiquitous in organic synthesis since they have emerged as efficient and environmentally benign reagents for academic and industrial research (Zhdankin, 2014; Yoshimura and Zhdankin, 2016; Singh and Wirth, 2018)
The present review focuses on the recent advancement accomplished in palladium-catalyzed transformations using hypervalent iodine reagents, highlighting its potential synthetic applications and mechanistic aspects
This review described various achievements made in palladium-catalyzed reactions mediated by hypervalent iodine compounds

Summary

INTRODUCTION

Hypervalent iodine compounds are ubiquitous in organic synthesis since they have emerged as efficient and environmentally benign reagents for academic and industrial research (Zhdankin, 2014; Yoshimura and Zhdankin, 2016; Singh and Wirth, 2018). They are non-toxic, prepared, stable and alternative to metal-derived oxidants/catalysts in various oxidative transformations (Yusubov and Zhdankin, 2012; Singh and Wirth, 2014a,b, 2017; Mangaonkar et al, 2018; Singh et al, 2018a; Mangaonkar and Singh, 2019). Dess–Martin periodinane (DMP) 8 and 2-iodoxybenzoic acid (IBX) 9 are extensively used

Hypervalent Iodine Reagents in Palladium Catalysis

ALKENE DIFUNCTIONALIZATION

Findings

CONCLUSION