No evidence for intramolecular hydrogen bonds in a-fluoro carboxamides

RMeCFCONH2 (R = H, cyclohexyl, Ph, 4-ClC6H4, 2-pyridyl) are prepd. by treatment of the corresponding a-hydroxy carboxamides with Et2NSF3. IR spectra argue strongly against the existence of intramol. H bonds between the NH2 group and the F atom. [on SciFinder (R)]


Published in:
Liebigs Annalen, 3, 517-519
Year:
1997
Keywords:
Note:
CAN 126:250785 21-2 General Organic Chemistry Institut Chimie Organique,Universite Lausanne,Lausanne,Switz. Journal written in English. 38078-09-0 (Diethylaminosulfur trifluoride) Role: RCT (Reactant), RACT (Reactant or reagent) (fluorination of hydroxy amides by); 98-86-2 (Acetophenone); 99-91-2; 823-76-7 (Acetylcyclohexane); 1122-62-9 (2-Acetylpyridine); 2043-43-8 (Lactamide) Role: RCT (Reactant), RACT (Reactant or reagent) (fluoro amides without intramol. hydrogen bonding); 2019-68-3P (Benzeneacetamide, a-hydroxy-a-methyl-); 99233-55-3P; 188643-33-6P; 188643-34-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (fluoro amides without intramol. hydrogen bonding); 430-98-8P (Propanamide, 2-fluoro-); 135702-93-1P (Benzeneacetamide, a-fluoro-a-methyl-); 188643-35-8P; 188643-36-9P; 188643-37-0P Role: SPN (Synthetic preparation), PREP (Preparation) (fluoro amides without intramol. hydrogen bonding)
Laboratories:




 Record created 2006-03-03, last modified 2018-12-03


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