Synthesis 2022; 54(12): 2731-2748
DOI: 10.1055/s-0041-1737909
review

Recyclable Hypervalent Iodine Reagents in Modern Organic Synthesis

Rimi Rimi
a   Department of Chemistry, J.C. Bose University of Science and Technology, YMCA, NH-2, Sector-6, Mathura Road, Faridabad, Haryana, 121006, India
,
Sakshi Soni
a   Department of Chemistry, J.C. Bose University of Science and Technology, YMCA, NH-2, Sector-6, Mathura Road, Faridabad, Haryana, 121006, India
,
Bhawna Uttam
a   Department of Chemistry, J.C. Bose University of Science and Technology, YMCA, NH-2, Sector-6, Mathura Road, Faridabad, Haryana, 121006, India
,
Hideyasu China
b   Department of Medical Bioscience, Nagahama Institute of Bio-Science and Technology, 1266,Tamuracho Nagahama-shi, Shiga 526-0829, Japan
,
c   College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga, 525-8577, Japan
,
Viktor V Zhdankin
d   Department of Chemistry and Biochemistry, University of Minnesota Duluth, 1038 University Drive 126 HCAMS, Duluth, Minnesota 55812, USA
,
Ravi Kumar
a   Department of Chemistry, J.C. Bose University of Science and Technology, YMCA, NH-2, Sector-6, Mathura Road, Faridabad, Haryana, 121006, India
› Author Affiliations
R.K. is thankful to the J.C. Bose University of Science and Technology, YMCA, Faridabad (Seed Grant R&D/SG/2020-21/166) and HSCSIT, Science­ and Technology Department, Haryana (HSCSIT/R&D/2021/ 2935). T.D. acknowledges support from the Japan Society for the Promotion of Science (JSPS), KAKENHI (Grant No. 19K05466), the Japan Science and Technology Agency (JST), CREST (Grant No. JPMJCR20R1), and the Ritsumeikan Global Innovation Research Organization (R-GIRO­) project. H.C. acknowledges support from JSPS via a Grant-in-Aid for Early-Career Scientists, KAKENHI (Grant No 20K15103). V.V.Z. is thankful to the National Science Foundation (CHE-1759798) for support of his research program on hypervalent iodine chemistry.


Abstract

Hypervalent iodine (HVI) reagents have gained much attention as versatile oxidants because of their low toxicity, mild reactivity, easy handling, and availability. Despite their unique reactivity and other advantageous properties, stoichiometric HVI reagents are associated with the disadvantage of generating non-recyclable iodoarenes as waste/co-products. To overcome these drawbacks, the syntheses and utilization of various recyclable hypervalent iodine reagents have been established in recent years. This review summarizes the development of various recyclable non-polymeric, polymer-supported, ionic-liquid-supported, and metal–organic framework (MOF)-hybridized HVI reagents.

1 Introduction

2 Polymer-Supported Hypervalent Iodine Reagents

2.1 Polymer-Supported Hypervalent Iodine(III) Reagents

2.2 Polymer-Supported Hypervalent Iodine(V) Reagents

3 Non-Polymeric Recyclable Hypervalent Iodine Reagents

3.1 Non-Polymeric Recyclable Hypervalent Iodine(III) Reagents

3.2 Recyclable Non-Polymeric Hypervalent Iodine(V) Reagents

3.3 Fluorous Hypervalent Iodine Reagents

4 Ionic-Liquid/Ion-Supported Hypervalent Iodine Reagents

5 Metal–Organic Framework (MOF)-Hybridized Hypervalent Iodine Reagents

6 Conclusion



Publication History

Received: 09 December 2021

Accepted after revision: 14 January 2022

Article published online:
23 March 2022

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