ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
1-Dialkylaminomethylpyrroles are shown to behave in many respects like aminals. Acylation by an acid chloride, for instance, occurs normally at the amine-type N-atom rather than at the pyrrole ring. Spontaneous cleavage of the resulting quaternary acylammonium salts affords the 5-azoniafulvene ion (3). This higly reactive iminium ion, and its benzo-annellated analogue (4) can be trapped by electron rich aromatic compounds such as N-methylpyrrole or N,N-dimethylaniline. More elaborate N-Mannich bases are accessible by addition of indoles to enamines.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680822
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