N-p-toluenesulfonyl-2-oxazolidonesViathe cycloaddition reaction ofp-tolucnesulfonyl isocyanate and epoxides

Autor:	J. K. Herweh, W. J. Kauffman
Rok vydání:	1971
Předmět:	NMR spectra database chemistry.chemical_compound chemistry Lithium bromide Styrene oxide Organic Chemistry Polymer chemistry Organic chemistry Isocyanate Cycloaddition Glycidyl ether Catalysis Adduct
Zdroj:	Journal of Heterocyclic Chemistry. 8:983-987
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570080616
Popis:	The reaction of styrene oxide and phenyl glycidyl ether with p-toluenesulfonyl isocyanate, employing a hydrocarbon-soluble adduct of tributylphosphine oxide and lithium bromide as catalyst, results in excellent yields of the N-p-toluenesulfonyl-2-oxazoIidones. The 5-isomeric-2-oxazolidone is obtained from phenyl glycidyl ether, but in contrast to conventional isocyanates, the p-toluenesulfonyl isocyanate, upon reaction with styrene oxide, produces the 4-isomeric 2-oxazolidone as the major product. The effect of the N-sulfonyl group on the nmr spectra of 2-oxazolidones is discussed.
Databáze:	OpenAIRE
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