Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones

Paolo Scrimin, Giorgio Cavicchioni, Ferruccio D'Angeli*, Amiram Goldblum, Flavio Maran

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3). The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7). The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.

Original languageAmerican English
Pages (from-to)43-47
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number1
DOIs
StatePublished - 1988

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