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Literature DB >> 25653137

Late-stage fluorination: fancy novelty or useful tool?

Abstract

Charming fluorine: This Essay examines the recent surge in late-stage fluorination reactions and outlines challenges that need to be overcome to increase the impact of modern fluorination methods on the synthesis of complex organofluorine compounds. It is outlined how an improved understanding of the bonding interactions of fluoride could lead to a new class of mild fluorinating reagents and a range of functional-group-tolerant reactions.

Entities: Chemical

Keywords: fluorination; organocatalysis; positron emission tomography; radiochemistry; transition-metal catalysis

Year: 2015 PMID： 25653137 DOI： 10.1002/anie.201410288

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

25 in total

Review 1. Fluorine-18 patents (2009-2015). Part 2: new radiochemistry.

Authors: Andrew V Mossine; Stephen Thompson; Allen F Brooks; Alexandra R Sowa; Jason M Miller; Peter Jh Scott
Journal: Pharm Pat Anal Date: 2016-09

2. The Uranyl Cation as a Visible-Light Photocatalyst for C(sp(3) )-H Fluorination.

Authors: Julian G West; T Aaron Bedell; Erik J Sorensen
Journal: Angew Chem Int Ed Engl Date: 2016-06-20 Impact factor: 15.336

Review 3. Hydrogen Bonding: Regulator for Nucleophilic Fluorination.

Authors: Shengzong Liang; Gerald B Hammond; Bo Xu
Journal: Chemistry Date: 2017-10-05 Impact factor: 5.236

4. Palladium-Catalyzed Fluorination of Cyclic Vinyl Triflates: Effect of TESCF₃ as an Additive.

Authors: Yuxuan Ye; Takashi Takada; Stephen L Buchwald
Journal: Angew Chem Int Ed Engl Date: 2016-11-15 Impact factor: 15.336

5. Fast indirect fluorine-18 labeling of protein/peptide using the useful 6-fluoronicotinic acid-2,3,5,6-tetrafluorophenyl prosthetic group: A method comparable to direct fluorination.

Authors: Falguni Basuli; Xiang Zhang; Carolyn C Woodroofe; Elaine M Jagoda; Peter L Choyke; Rolf E Swenson
Journal: J Labelled Comp Radiopharm Date: 2017-02-01 Impact factor: 1.921

6. AlkylFluor: Deoxyfluorination of Alcohols.

Authors: Nathaniel W Goldberg; Xiao Shen; Jiakun Li; Tobias Ritter
Journal: Org Lett Date: 2016-11-16 Impact factor: 6.005

7. Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis.

Authors: Sandrine Ventre; Filip R Petronijevic; David W C MacMillan
Journal: J Am Chem Soc Date: 2015-04-27 Impact factor: 15.419

8. Facile room temperature synthesis of fluorine-18 labeled fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester without azeotropic drying of fluorine-18.

Authors: Falguni Basuli; Xiang Zhang; Elaine M Jagoda; Peter L Choyke; Rolf E Swenson
Journal: Nucl Med Biol Date: 2016-08-30 Impact factor: 2.408

9. Photooxygenation of an amino-thienopyridone yields a more potent PTP4A3 inhibitor.

Authors: Joseph M Salamoun; Kelley E McQueeney; Kalyani Patil; Steven J Geib; Elizabeth R Sharlow; John S Lazo; Peter Wipf
Journal: Org Biomol Chem Date: 2016-07-06 Impact factor: 3.876

10. Nucleophilic (Radio)Fluorination of α-Diazocarbonyl Compounds Enabled by Copper-Catalyzed H-F Insertion.

Authors: Erin E Gray; Matthew K Nielsen; Kimberly A Choquette; Julia A Kalow; Thomas J A Graham; Abigail G Doyle
Journal: J Am Chem Soc Date: 2016-08-17 Impact factor: 15.419