ISSN:
0009-2940
Keywords:
Beckmann rearrangement
;
N-Acylamidinium salts
;
Nitrilium salts
;
Iminium salts
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Nitrilium salts 2 add oximes 1 to form stable alkylideneaminooxy-substituted iminium salts 4. Compounds 4 have been postulated by Meerwein as intermediates of the Beckmann rearrangement of oximes[1]. For (E)-4c an X-ray structural analysis is performed. Other intermediates of the Beckmann rearrangement are the N-acylamidinium salts 5, which are produced by the reaction of nitrilium salts with amides. As models for the transformation of 5 into amides, the end products of the Beckmann rearrangement, reactions of N-acylamidinium salts with nucleophiles, e.g. oximes, alcohols, water, amines, thiols, and benzophenone imine are studied.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260817
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