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The Synthesis and Reactions of 1-(2-Propynyl)pyidinium Salts

✍ Scribed by Alan R. Katritzky; Otto A. Schwarz; Olga Rubio; Diether G. Markees


Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
434 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The synthesis of 1‐(2‐propynyl)pyridinium salts 3 described. Compounds 3 react with a second pyridine molecule, in the presence of the corresponding hydrochloride, to form products of type 4, Certain bases cause the 1‐(2‐propynyl)pyridinium salts 3 to rearrange into 1‐propadienylpyridinium salts. 5. Diethylamine converts compounds 3 into 1‐acetonylpyridinium salts 8. Moreover, treatment of 3 or 5 with sodium methoxide gives enol ether sof type 9, which can be hydrolyzed to teh ketones 8. Addition of bromine to some of teh unsaturated compounds is also reported.


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