Cyclic diaryliodonium salts: applications and overview

Owing to the recent renewed interest and groundbreaking advances in hypervalent chemistry, cyclic diaryliodonium salts have had a myriad of unique applications in the past decade. Their numerous properties, such as an efficient dual arylation mechanism, straightforward one-pot synthesis compatibilit...

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Published inOrganic & biomolecular chemistry Vol. 21; no. 21; pp. 4358 - 4378
Main Authors Singhal, Rakshanda, Choudhary, Satya Prakash, Malik, Babita, Pilania, Meenakshi
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 31.05.2023
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Summary:Owing to the recent renewed interest and groundbreaking advances in hypervalent chemistry, cyclic diaryliodonium salts have had a myriad of unique applications in the past decade. Their numerous properties, such as an efficient dual arylation mechanism, straightforward one-pot synthesis compatibility, wide substrate scope, and functionalization tolerance, have made them appropriate starting materials for many bioactive compounds. Fluorenes, thiophenes, carbazoles, phenanthrenes, and many other useful cyclic bioactive molecules that are essential for pharmaceutical synthesis can be readily accessed from cyclic diaryliodonium salts. Particular focus has been given to the high optical activity and good enantiomeric excess of the products that facilitate the easy formation of many difficult-to-obtain optical isomers, such as atropisomers. This review aims to compile and summarize all the recent advances in synthesizing methodologies to prepare the important compounds where cyclic diaryliodonium salt is an integral part of the methodologies and would hopefully provide a good foundation for further research on this topic. This review highlights the advancement in the synthesis and applications of cyclic diaryliodonium salts as well as provides new areas for future research in this subject.
Bibliography:tosylhydrazone as a coupling partner.
Dr Meenakshi Pilania is Assistant Professor of Chemistry at Manipal University Jaipur, Rajasthan, India. Dr Pilania received her Master's degree from the Department of Chemistry, University of Rajasthan. She obtained her Ph.D. degree from the Birla Institute of Technology and Science Pilani, Pilani campus, Rajasthan in 2017. She is working in the field of
Ms Rakshanda Singhal did her Master's in organic chemistry from the Department of Chemistry, University of Rajasthan in 2018. Presently, she is pursuing her Ph.D. from Manipal University Jaipur, Rajasthan under the supervision of Dr Babita Malik and Dr Meenakshi Pilania. Her research interest includes the construction of bioactive azaheterocycles utilizing
Dr Babita Malik is Professor of Organic Chemistry at Manipal University Jaipur, Rajasthan, India. Dr Malik received her Master's degree from University of Rajasthan in 1992. She obtained her Ph.D. degree from University of Rajasthan, Jaipur, in 2000. Her broad research area includes the construction and biological activity of benzo-fused heterocycles.
tosylhydrazone and hypervalent iodine chemistry for the development of new and efficient reaction methodologies related to azaheterocycles.
Mr Satya Prakash Choudhary did his Master's in organic chemistry from the Department of Chemistry, University of Rajasthan in 2011. He is currently working as Assistant Professor in College Education Department, Government of Rajasthan. He is pursuing his Ph.D. under the supervision of Dr Meenakshi Pilania from the Department of Chemistry, Manipal University Jaipur. His core research area is to develop new and efficient protocols for the synthesis of bioactive heterocycles utilizing
tosylhydrazone.
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d3ob00134b