matrix presented A mild and selective cleavage of p-nitrobenzoic esters by sodium azide in methanol is reported. This new methodology is mild enough for use with acid-or base-sensitive compounds. No elimination byproducts are formed. Fmoc-and trifluoroacetyl-amino protecting groups, benzyl esters, and ethyl esters remain unaffected. Less reactive compounds are discussed in terms of steric factors, and yields are increased by altering the azide solvation.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry