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Literature DB >> 19190713

Synthesis of (E)- and (Z)-alpha,beta-Difluorourocanic Acid.

Jan Hajduch¹, Bohumil Dolenský, Shinichi Yoshida, Junfa Fan, Kenneth L Kirk.

Abstract

Horner-Emmons fluoroolefination of an aryl aldehyde followed by introduction of a second fluorine via "FBr" addition provides an original approach to the preparation of 1-alkyl-2-aryl-1,2-difluoroethenes. The utility of this procedure is demonstrated by the preparation of (E and Z)-alpha,beta-difluorourocanic acid.

Entities: Chemical

Year: 2008 PMID： 19190713 PMCID： PMC2344150 DOI： 10.1016/j.jfluchem.2007.09.006

Source DB: PubMed Journal: J Fluor Chem ISSN： 0022-1139 Impact factor: 2.050

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References

6 in total

1. Progress toward the development of a safe and effective agent for treating reentrant cardiac arrhythmias: synthesis and evaluation of ibutilide analogues with enhanced metabolic stability and diminished proarrhythmic potential.

Authors: J B Hester; J K Gibson; L V Buchanan; M G Cimini; M A Clark; D E Emmert; M A Glavanovich; R J Imbordino; R J LeMay; M W McMillan; S C Perricone; D M Squires; R R Walters
Journal: J Med Chem Date: 2001-03-29 Impact factor: 7.446

6. Mechanism of immune suppression by ultraviolet irradiation in vivo. I. Evidence for the existence of a unique photoreceptor in skin and its role in photoimmunology.

Authors: E C De Fabo; F P Noonan
Journal: J Exp Med Date: 1983-07-01 Impact factor: 14.307

6 in total

Synthesis of (E)- and (Z)-alpha,beta-Difluorourocanic Acid.

1. Progress toward the development of a safe and effective agent for treating reentrant cardiac arrhythmias: synthesis and evaluation of ibutilide analogues with enhanced metabolic stability and diminished proarrhythmic potential.

2. New building blocks for fluorinated bioimidazole derivatives II: preparation of beta-fluorourocanic acids.

3. The role of urocanic acid in UVB-induced suppression of immunity to Trichinella spiralis infection in the rat.

4. Synthesis and antiviral properties of some 2'-deoxy-5-(fluoroalkenyl)uridines.

Review 5. Immunosuppression by ultraviolet B radiation: initiation by urocanic acid.

6. Mechanism of immune suppression by ultraviolet irradiation in vivo. I. Evidence for the existence of a unique photoreceptor in skin and its role in photoimmunology.