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Tetramethylfluoroformamidinium Hexafluorophosphate (TFFH) as a Mild Deoxofluorination Reagent

Gabriel Bellavance, Pascal Dubé*, Bao Nguyen

*Chemical Research & Development, Pfizer Worldwide Research & Development, Eastern Point Road, Groton, CT 06340, USA, Email: pascal.dubenalasengineering.com

G. Bellavance, P. Dubé, B. Nguyen, Synlett, 2012, 23, 569-572.

DOI: 10.1055/s-0031-1290336 (free Supporting Information)


Abstract

The solid, air-stable peptide coupling reagent TFFH (tetramethylfluoroformamidinium hexafluorophosphate) activates various alcohols towards deoxofluorination under mild conditions, that are even compatible with carbonyl functional groups.

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Key Words

deoxofluorination, fluoroformamidinium, fluoride, TFFH, fluorination, allylic fluorides, benzylic fluorides


ID: J60-Y2012-0560