Adducts from acyl chlorides and 2-unsubstituted oxazolines: formation and reactions
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 13,p. 1302-1308
- https://doi.org/10.1039/p19750001302
Abstract
Several acyl chlorides react rapidly with both ethyl 5,5-dimethyl-Δ2-oxazoline-4-carboxylate (1) and 4,4-dimethyl-Δ2-oxazoline (2) to give 1 : 1 adducts [(3)(4)], which readily react with bases or nucleophiles. Products have been characterised from reactions of these adducts with anhydrous triethylamine [e.g.(2)→(12)+(14)], wet triethylamine [e.g.(1)→(5)+(6)], and methanolic triethylamine [e.g.(1)→(8)]. Under a variety of anhydrous conditions, no evidence was obtained for the formation of β-lactams from acyl chlorides with either oxazoline (1) or (2) in the presence of triethylamine.Keywords
This publication has 0 references indexed in Scilit: