O-Fluoromethyl carboxylates and O-fluoromethyl carbamates

The fluoride catalyzed reaction between acyl fluorides and monomeric formaldehyde affords fluoromethyl carboxylates in acceptable yields. Fluoromethyl fluoroformate, readily accessible from the corresponding dichloro compd., condenses with amines to give fluoromethyl carbamates. [on SciFinder (R)]


Published in:
Tetrahedron, 51, 20, 5807-12
Year:
1995
Keywords:
Note:
CAN 123:142990
21-2
General Organic Chemistry
Inst. CHim. Org.,Univ. Batiment Chim.,Lausanne-Dorigny,Switz.
Journal
0040-4020
written in English.
5342-31-4P (Methylene dibenzoate); 20177-68-8P; 32720-34-6DP; 166331-88-0P; 166331-89-1P Role: BYP (Byproduct), PREP (Preparation) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 17455-13-9 (18-Crown-6); 59201-86-4 (Tris(diethylamino)sulfonium difluorotrimethylsilicate) Role: CAT (Catalyst use), USES (Uses) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 7789-23-3 (Potassium fluoride) Role: CAT (Catalyst use), RCT (Reactant), USES (Uses), RACT (Reactant or reagent) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 100-46-9 (Benzylamine); 104-94-9 (p-Anisidine); 109-73-9 (Butylamine); 136-95-8 (2-Aminobenzothiazole); 288-32-4 (Imidazole); 334-19-0 (Heptanoyl fluoride); 455-32-3 (Benzoyl fluoride); 693-34-5 (Adipoyl fluoride); 1977-87-3 (Cyclohexanecarbonyl fluoride); 22128-62-7 (Chloromethyl chloroformate); 31174-04-6 (2-Furoyl fluoride) Role: RCT (Reactant), RACT (Reactant or reagent) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 2838-04-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 166331-78-8P; 166331-79-9P; 166331-80-2P; 166331-81-3P; 166331-82-4P; 166331-83-5P; 166331-84-6P; 166331-85-7P; 166331-86-8P; 166331-87-9P Role: SPN (Synthetic preparation), PREP (Preparation) (O-fluoromethyl carboxylates and O-fluoromethyl carbamates); 50-00-0 (Formaldehyde) Role: RCT (Reactant), RACT (Reactant or reagent) (monomeric; O-fluoromethyl carboxylates and O-fluoromethyl carbamates)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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