The nitrosation of imidazolines and oxazolines

Nitrosation ( HOAc NaNO 2 ) of 1-methyl-2-phenyl-2-imidazoline 8 results in cleavage of only the CN single bond and production of N-(2-methylnitrosaminoethyl)- N-nitrosobenzamide 10. In contrast, 2-phenyl-2-oxazoline 9 nitrosates very rapidly to give products ( 13–16) derived from a diazonium ion a...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 14; pp. 1845 - 1848
Main Authors Loeppky, Richard N, Cui, Wenge
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.04.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Nitrosation ( HOAc NaNO 2 ) of 1-methyl-2-phenyl-2-imidazoline 8 results in cleavage of only the CN single bond and production of N-(2-methylnitrosaminoethyl)- N-nitrosobenzamide 10. In contrast, 2-phenyl-2-oxazoline 9 nitrosates very rapidly to give products ( 13–16) derived from a diazonium ion arsing from the exclusive cleavage of the CN. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)00128-2