Recent trends in the direct oxyphosphorylation of C-C multiple bonds

Due to the wide importance of β-phosphorylated ketones as key building-blocks in the fabrication of various pharmaceutically active organophosphorus compounds, finding new and truly efficient methods for their preparation from simple, low-cost and ubiquitous feedstock materials within a single click...

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Published inRSC advances Vol. 11; no. 1; pp. 47 - 483
Main Authors Bakhtiary, Alireza, Poor Heravi, Mohammad Reza, Hassanpour, Akbar, Amini, Issa, Vessally, Esmail
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 01.01.2021
The Royal Society of Chemistry
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Summary:Due to the wide importance of β-phosphorylated ketones as key building-blocks in the fabrication of various pharmaceutically active organophosphorus compounds, finding new and truly efficient methods for their preparation from simple, low-cost and ubiquitous feedstock materials within a single click is an interesting subject in organic synthesis. Recently, oxyfunctionalization of carbon-carbon multiple bonds has arisen as a straightforward and versatile tool for the synthesis of complex organic molecules from the simple and easily accessible alkenes/alkynes via a single operation. In this context, oxyphosphorylation of alkenes/alkynes with P(O)-H compounds has attracted considerable attention as a unique procedure for the construction of β-phosphorylated ketones. In this review, we outline the recent advances and developments in this fast-growing research field with particular emphasis on the mechanistic aspects of reaction. Due to the wide importance of β-phosphorylated ketones as key building-blocks in the fabrication of various pharmaceutically active organophosphorus compounds, finding new and truly efficient methods for their preparation.
Bibliography:Akbar Hassanpour was born in Tabriz, Iran, in 1978. He received his BS degree in applied chemistry from Tabriz Azad University, Iran, and his MS degree in organic chemistry from Tabriz University, Tabriz, Iran, in 2004 under the supervision of Prof. Kazem D. Safa. He completed his PhD degree in 2008 under the supervision of Prof. Kazem D. Safa. He was a postdoctoral fellow in the lab of Prof. W. A. Stanczyk at the Centre of Molecular and Macromolecular Studies in ód , Poland. Now he is working at Azad University as an associate professor. His research interests include organometallic, organic synthesis, and new methodologies in nanomaterial synthesis.
Alireza Bakhtiary was born in Esfahan, Iran, in 1980. He completed his BSc degree in the field of applied chemistry (2007) in Azad University Tehran North Branch, Iran. Shortly after, he continued his education under the supervision of Prof. E. Kianmehr to obtain his MSc degree (2010) in organic chemistry from the University of Tehran, Iran. Later, he went to Canada in order to attend graduate school at the University of Alberta, where he received a PhD degree in chemistry (2018) under the supervision of Prof. J. C. Vederas. Currently, he is hired by pharmaceutical companies as a research scientist. As a scientist, he has broad research interests and experiences which include total synthesis of natural products, solid phase and solution phase peptide synthesis, structural elucidation of peptides using nuclear magnetic resonance spectroscopy and mass spectroscopy, cell culture, protein purification, and computer modeling of protein-ligand interactions.
Mohammad Reza Poor Heravi was born in Seiyahkal-Lahijan, Guilan, Iran in 1965. He received his BSc degree in pure Chemistry from Tabriz University, Iran, in 1987, and MSc degree in Organic Chemistry from Tabriz University, Iran in 1990 with professor A. Shahrisa, and PhD degree from Isfahan University, Iran, with professor H. Loghmanim and carried out visiting research in 2006, The University of Sheffield, UK, with professor Richard F. W. Jackson. He became a sciences faculty member of Payame Noor University in 1990, and associate professor in 2012. His research field includes applications of solvent-free conditions, ionic liquids, fluorination reaction, designing fluorinating reagents and ultrasound irradiation in organic synthesis, and study of methodology in organic chemistry.
Esmail Vessally was born in Sharabiyan, Sarab, Iran, in 1973. He received his BS degree in pure chemistry from the University of Tabriz, Tabriz, Iran, and his MS degree in organic chemistry from Tehran University, Tehran, Iran, in 1999 under the supervision of Prof. H. Pirelahi. He completed his PhD degree in 2005 under the supervision of Prof. M. Z. Kassaee. Now he is working at Payame Noor University as a professor in organic chemistry. His research interests include theoretical organic chemistry, new methodologies in organic synthesis and spectral studies of organic compounds. He is Editor-in-Chief of two journals including "Chemical Review and Chemistry" and "Journal of Chemistry Letters".
Issa Amini was born in Abhar, Iran, in 1972. He received his BS degree in pure chemistry from the University of Payame Noor, Tehran, Iran, and his MS degree in organic chemistry from Payame Noor University, Tehran, Iran, in 2005 under the supervision of Prof. A. Ramazani. He completed his PhD degree in 2012 under the supervision of Prof. A. Ramazani. Now he is working at Payame Noor University as an assistant professor in organic chemistry. His research interests include theoretical organic chemistry, new methodologies in organic synthesis and spectral studies of organic compounds.
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ISSN:2046-2069
2046-2069
DOI:10.1039/d0ra08074h