Aromatic fluoroalkoxylation via direct aromatic nucleophilic substitution

…, JT Gupton, CK McCurry, AD Crews…

Index: Idoux, John P.; Gupton, John T.; McCurry, Cynthia K.; Crews, A. Donald; Jurss, Cindy D.; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3771 - 3773

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Citation Number: 43

Abstract

The reaction of activated aryl and heteroaryl halides with fluorinated alkoxide anions is described. In all cases, substitution of the halogen by a fluoroalkoxy group was observed. The effect of solvent, time, temperature, the activating group, leaving group, and the nucleophile on this reaction is also discussed.

766-84-7

3-Chlorobenzonitrile

~80%

~96%

~32%

~7%

~10%

~95%

~97%

~90%

~31%

~40%

~93%

Aromatic Nucleophilic Substitution: The Reaction of Sodium 2...

[Gupton, John T.; Idoux, John P.; Colon, Cesar; Rampi, Rick Synthetic Communications, 1982 , vol. 12, # 9 p. 695 - 700]

Aromatic fluoroalkoxylation via direct displacement of a nit...

[Idoux, John P.; Madenwald, Mark L.; Garcia, Brent S.; Chu, Der-Lun; Gupton, John T. Journal of Organic Chemistry, 1985 , vol. 50, # 11 p. 1876 - 1878]