Bulletin of the Chemical Society of Japan p. 2055 - 2062 (1988)
Update date:2022-08-05
Topics:
Kakehi, Akikazu
Ito, Suketaka
Kinoshita, Naosumi
Abaka, Yukio
The alkaline teratment of 1-<(substituted benzylthio)methyleneamino>pyridinium and 1-<2-(substituted benzylthio)vinyl>pyridinium bromides possessing an electron-withdrawing substituent such as a nitro or cyano group in the presence or absence of a dehydrogenating agent afforded the corresponding 3-arylpyrazolo<1,5-a>pyridines and 1-arylindolizines in moderate to good yields, while the reactions of the parent pyridinium salts and those having an electron-releasing group did not produce any significant products.The mode of the reaction, a ring contraction-desulfurization, is the same as that observed in related monocyclic species.
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