Frontispiece: Fluorine‐Containing Drugs Approved by the FDA in 2018

Recent progress in the application of fluorinated chiral sulfinimine reagents

Abstract The development of synthetic methodology allowing for a strategic incorporation of fluorine into target compounds is in a high demand in many areas of the chemical and pharmaceutical industries. In this regard, application of fluorinated chiral sulfinimine reagents, in particularly, N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine, is one of the most general and practical approaches for preparation of compounds containing pharmacophoric fluoro-amino-keto/hydroxy moieties. This article provides a timely and comprehensive overview of the recent synthetic applications of fluorinated chiral sulfinimine reagents for asymmetric synthesis of fluoro-containing polyfunctional amino-compound…

Chemistry of detrifluoroacetylativelyin situgenerated 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 generality for the preparation of fluorine-containing compounds of high medicinal value are highlighted.

Fluorine-containing drugs approved by the FDA in 2019

Abstract Eleven new fluorine-containing FDA-approved drugs have been profiled and details of their discovery and preparation are discussed. Therapeutic areas include schizophrenia, migraine, multiple sclerosis, insomnia, rheumatoid arthritis, anti-tuberculosis, breast cancer, lymphoma kinase inhibitor, serotonin receptor antagonist. New pharmaceuticals feature four examples of aromatic fluorine, three aromatic CF3 group, three aliphatic CF3 and one compound with aromatic CF3O group. Furthermore, among the new compounds, six are chiral and seven are derived from tailor-made amino acids.

Tailor‐Made Amino Acids and Fluorinated Motifs as Prominent Traits in Modern Pharmaceuticals

Structural analysis of modern pharmaceutical practices allows for the identification of two rapidly growing trends: the introduction of tailor-made amino acids and the exploitation of fluorinated motifs. Curiously, the former represents one of the most ubiquitous classes of naturally occurring compounds, whereas the latter is the most xenobiotic and comprised virtually entirely of man-made derivatives. Herein, 39 selected compounds, featuring both of these traits in the same molecule, are profiled. The total synthesis, source of the corresponding amino acids and fluorinated residues, and medicinal chemistry aspects and biological properties of the molecules are discussed.

Asymmetric Vinylogous Mukaiyama‐Mannich Reactions of Heterocyclic Siloxy Dienes with Ellman's Fluorinated Aldimines

Fluorine-Containing Drugs Approved by the FDA in 2018

Over the last two decades, fluorine substitution has become one of the essential structural traits in modern pharmaceuticals. Thus, about half of the most successful drugs (blockbuster drugs) contain fluorine atoms. In this review, we profile 17 fluorine-containing drugs approved by the food and drug administration (FDA) in 2018. The newly approved pharmaceuticals feature several types of aromatic F and CF3 , as well as aliphatic (CF2 ) substitution, offering advances in the treatment of various diseases, including cancer, HIV, malarial and smallpox infections.

Chemical Aspects of Human and Environmental Overload with Fluorine

Over the last 100-120 years, due to the ever-increasing importance of fluorine-containing compounds in modern technology and daily life, the explosive development of the fluorochemical industry led to an enormous increase of emission of fluoride ions into the biosphere. This made it more and more important to understand the biological activities, metabolism, degradation, and possible environmental hazards of such substances. This comprehensive and critical review focuses on the effects of fluoride ions and organofluorine compounds (mainly pharmaceuticals and agrochemicals) on human health and the environment. To give a better overview, various connected topics are also discussed: reasons an…

Frontispiece: Tailor‐Made Amino Acids and Fluorinated Motifs as Prominent Traits in Modern Pharmaceuticals

CCDC 1908613: Experimental Crystal Structure Determination

Related Article: Santos Fustero, Miriam Rodenes, Raquel Román, Daniel M. Sedgwick, José Enrique Aguado, Vadim A. Soloshonok, Jianlin Han, Haibo Mei, Mercedes Medio‐Simon, Pablo Barrio|2019|Adv.Synth.Catal.|361|3860|doi:10.1002/adsc.201900464

CCDC 1908615: Experimental Crystal Structure Determination

Related Article: Santos Fustero, Miriam Rodenes, Raquel Román, Daniel M. Sedgwick, José Enrique Aguado, Vadim A. Soloshonok, Jianlin Han, Haibo Mei, Mercedes Medio‐Simon, Pablo Barrio|2019|Adv.Synth.Catal.|361|3860|doi:10.1002/adsc.201900464

CCDC 1908614: Experimental Crystal Structure Determination

Related Article: Santos Fustero, Miriam Rodenes, Raquel Román, Daniel M. Sedgwick, José Enrique Aguado, Vadim A. Soloshonok, Jianlin Han, Haibo Mei, Mercedes Medio‐Simon, Pablo Barrio|2019|Adv.Synth.Catal.|361|3860|doi:10.1002/adsc.201900464