Chemistry of detrifluoroacetylatively in situ generated fluoro-enolates

This review article comprehensively profiles all literature reports (2015-2018) related to the detrifluoroacetylative in situ generation of fluorine-containing enolates and their reactions with electrophilic reagents. The innovative facets of this unconventional methodology and its synthetic general...

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Published inOrganic & biomolecular chemistry Vol. 17; no. 4; pp. 762 - 775
Main Authors Mei, Haibo, Liu, Jiang, Fustero, Santos, Román, Raquel, Ruzziconi, Renzo, Soloshonok, Vadim A, Han, Jianlin
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 23.01.2019
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Summary:This review article comprehensively profiles all literature reports (2015-2018) related to the detrifluoroacetylative in situ generation of fluorine-containing enolates and their reactions with electrophilic reagents. The innovative facets of this unconventional methodology and its synthetic generality for the preparation of fluorine-containing compounds of high medicinal value are highlighted. This review article provides a summary of the detrifluoroacetylative in situ generation of fluorine-containing enolates and their related reactions.
Bibliography:Haibo Mei obtained his B.Sc. in 2009 and Ph.D. in 2014 in organic chemistry from Nanjing University. Then he joined Nanjing University as a research fellow in the area of asymmetric synthesis. In 2018, he moved to Nanjing Forestry University and became an associate professor there. His research interests are in the design and synthesis of biologically active fluorine-containing molecules, heterocyclic chemistry, and organometallic chemistry.
Renzo Ruzziconi studied chemistry at the University of Perugia where he completed his thesis work under the guidance of Professor Enrico Baciocchi. From 1980 until 1982 he stayed at the University of Lausanne as a postdoctoral fellow under the guidance of Professor Manfred Schlosser. In 1986 he was a nominated supply teacher at EPFL (Ecole Polytechnique Fédérale de Lausanne). He was appointed as an associate professor at the Chemistry Department of Perugia in 1987, and he was appointed as a full professor in Basilicata University in 1994. Since 1998 he has been holding a chair in Perugia. He was the chairman of the first two editions of the international symposium "Fluorine Days" held in Perugia (2001 and 2010). His research interests cover polar organometallic reagents, metal-oxidant-promoted radical reactions, synthesis of fluoroorganic compounds and transition metal-catalyzed stereoselective reactions.
Raquel Román was born in Sevilla (Spain) in 1975. She studied chemistry (2001) and received her Ph.D. in 2009 from the University of Valencia under the supervision of Professor Santos Fustero, working on the regioselective synthesis of new fluorinated pyrazoles. Since then, she has been working as a post-doctoral researcher at the Centro de Investigación Príncipe Felipe (CIPF) and as a researcher and assistant professor at the Department of Organic Chemistry of the Faculty of Pharmacy (University of Valencia). Her scientific interests are in the asymmetric synthesis of benzo-fused heterocycles and the design and development of new bioactive fluorinated compounds.
Jiang Liu is currently an undergraduate student in the research group of Professor Han at Nanjing Forestry University. His research focuses on fluorine chemistry and asymmetric synthesis.
Licenciatura
Santos Fustero studied chemistry at the University of Zaragoza, where he obtained his
in chemistry in 1972. He received his Ph.D. in organic chemistry in 1975 from the same university under the supervision of Prof. J. Barluenga and Prof. V. Gotor. He spent two years as a post-doctoral research associate at Prof. H. Lehmkuhl's laboratory at the Max-Planck-Institut für Kohlenforschung in Mülheim an der Ruhr, Germany. In 1983, he became an associate professor at the University of Oviedo, and in 1990, he was promoted to a full professor at the University of Valencia. His research interests include organofluorine and medicinal chemistry, fluorous synthesis, organocatalysis, heterocyclic chemistry and new reaction methodologies.
Jianlin Han received his Ph.D. in organic chemistry in 2007 from Nanjing University. He then carried out postdoctoral studies for one year at Texas Tech University on asymmetric organic phosphorus chemistry. In 2008, he moved to the University of Oklahoma to continue postdoctoral research for nearly one year. In 2009 he took the position of an associate professor at Nanjing University. In 2018, he moved to Nanjing Forestry University and became a professor there. His major current research interests are fluorine chemistry, asymmetric synthesis and radical reactions.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02843e