ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Syntheses and Pharmacological Properties of 2,2-Dialkyl-5-aryl-3-pyridylpyrrolidinesReaction of the photochemically generated benzonitrile methylides 2 with vinylpyridines yields 2-aryl-4-pyridyl-1-pyrrolines 3. Depending on reduction methods, the compounds 3 are selectively transformed to the corresponding cis- or the trans-substituted pyrrolidines 10 or 11, respectively. Furthermore, a non-photochemical synthesis has been developed: the easily available nitro-ketones 8 provide through reductive cyclization the pyrrolines 3 or directly the pyrrolidines 11. Twenty-seven compounds of types 10 and 11 have been evaluated in the writhing, hot plate and kaolin tests; especially the cis-pyrrolidines 10 exhibit a valuable antinociceptive activity. Some of the pyrrolines and pyrrolidines have been separated into their enantiomers, which are easily interconverted.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19800630310
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