scholarly journals Synthesis of novel fluorinated building blocks via halofluorination and related reactions

2020 ◽  
Vol 16 ◽  
pp. 2562-2575
Author(s):  
Attila Márió Remete ◽  
Tamás T Novák ◽  
Melinda Nonn ◽  
Matti Haukka ◽  
Ferenc Fülöp ◽  
...  
Keyword(s):  
Building Blocks ◽  
Fluorinated Building Blocks ◽  
Cyclic Olefins ◽  
Electrophilic Activation ◽  
Elimination Reactions ◽  
Synthetic Methodologies ◽  
Nucleophilic Fluorination

A study exploring halofluorination and fluoroselenation of some cyclic olefins, such as diesters, imides, and lactams with varied functionalization patterns and different structural architectures is described. The synthetic methodologies were based on electrophilic activation through halonium ions of the ring olefin bonds, followed by nucleophilic fluorination with Deoxo-Fluor®. The fluorine-containing products thus obtained were subjected to elimination reactions, yielding various fluorine-containing small-molecular entities.

scholarly journals A fluoride-responsive genetic circuit enables in vivo biofluorination in engineered Pseudomonas putida

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Patricia Calero ◽  
Daniel C. Volke ◽  
Phillip T. Lowe ◽  
Charlotte H. Gotfredsen ◽  
David O’Hagan ◽  
...  
Keyword(s):  
Pseudomonas Putida ◽  
Building Blocks ◽  
T7 Rna Polymerase ◽  
Genetic Circuit ◽  
Gene Circuits ◽  
Fluorinated Building Blocks ◽  
Synthetic Gene Circuits ◽  
Cell Factories ◽  
Synthetic Circuit

Abstract Fluorine is a key element in the synthesis of molecules broadly used in medicine, agriculture and materials. Addition of fluorine to organic structures represents a unique strategy for tuning molecular properties, yet this atom is rarely found in Nature and approaches to integrate fluorometabolites into the biochemistry of living cells are scarce. In this work, synthetic gene circuits for organofluorine biosynthesis are implemented in the platform bacterium Pseudomonas putida. By harnessing fluoride-responsive riboswitches and the orthogonal T7 RNA polymerase, biochemical reactions needed for in vivo biofluorination are wired to the presence of fluoride (i.e. circumventing the need of feeding expensive additives). Biosynthesis of fluoronucleotides and fluorosugars in engineered P. putida is demonstrated with mineral fluoride both as only fluorine source (i.e. substrate of the pathway) and as inducer of the synthetic circuit. This approach expands the chemical landscape of cell factories by providing alternative biosynthetic strategies towards fluorinated building-blocks.

Toward the synthesis of novel fluorinated building blocks: 3,4-difluorothiophene-1,1-dioxide

1999 ◽  
Vol 93 (1) ◽  
pp. 27-31 ◽  
Author(s):  
Ireneusz Nowak ◽  
Lillian M. Rogers ◽  
Robin D. Rogers ◽  
Joseph S. Thrashe
Keyword(s):  
Building Blocks ◽  
Fluorinated Building Blocks

A concise approach to CF3-containing furan-3-ones, (bis)pyrazoles from novel fluorinated building blocks based on 2,3-butanedione

2014 ◽  
Vol 55 (42) ◽  
pp. 5714-5717 ◽  
Author(s):  
Denis N. Bazhin ◽  
Dmitry L. Chizhov ◽  
Gerd-Volker Röschenthaler ◽  
Yulia S. Kudyakova ◽  
Yanina V. Burgart ◽  
...  
Keyword(s):  
Building Blocks ◽  
Fluorinated Building Blocks

ChemInform Abstract: Synthetically Useful C-4 Fluorinated Building Blocks Bearing a Quaternary Stereocenter.

ChemInform ◽  
2010 ◽  
Vol 26 (19) ◽  
pp. no-no
Author(s):  
A. ARNONE ◽  
P. BRAVO ◽  
M. FRIGERIO ◽  
G. SALANI ◽  
F. VIANI
Keyword(s):  
Building Blocks ◽  
Fluorinated Building Blocks ◽  
Quaternary Stereocenter
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