Tetrahedron Letters p. 9365 - 9368 (1998)
Update date:2022-07-30
Topics:
Theodoridis, George
The potential of the 2-fluoroethyl group as a nitrogen protecting group was demonstrated. The stability of alkyl fluorides, such as 2-fluoroethyl, to a variety of reaction conditions, makes them attractive nitrogen protecting groups. The 2-fluoroethyl group was easily introduced, in good yields, by the treatment of the NH group with potassium carbonate and 2-bromo-1- fluoroethane. Reaction of the 2-fluoroethyl group with boron tribromide resulted in the replacement of fluorine by bromine, to give the corresponding 2-bromoethyl group which was easily removed by known methods.
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