Regioselective fluorination of substituted guanines with dilute F{sub 2}: A facile entry to 8-fluoroguanine derivatives

Journal Article · Fri Sep 06 00:00:00 EDT 1996 · Journal of Organic Chemistry

DOI:https://doi.org/10.1021/jo960761d· OSTI ID:478783

Barrio, J R; Namavari, M; Phelps, M E; Satyamurthy, N ^[1]

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1. UCLA School of Medicine, Los Angeles, CA (United States)

The authors wish to report the first direct fluorination of guanine derivatives with dilute F{sub 2} for the synthesis of 8-fluoroguanines. When 9-substituted guanines (1 and 2) were reacted with elemental fluorine (1% in helium) a clean reaction took place and the 8-fluoro-9-substituted guanines 4 and 3, respectively, were isolated (Scheme 1).

• DOE Contract Number: FC03-87ER60615
• OSTI ID: 478783
• Journal Information: Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 18 Vol. 61; ISSN 0022-3263; ISSN JOCEAH
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
AMINES
FLUORINATION
HYDROXY COMPOUNDS
PURINES