AZINYL SULFIDES. CII. 1H NMR sulfinyl group substituent effects of dithiinodiazine S-oxides as a key for structure assignment of parent dithiinodiazines.

[摘要]：1,4-Dithiinodipyridine 1 (I) was prepd. by redn. of 4-chloro-3-chlorosulfonylpyridine (8) with HI/H3PO3 system. Sulfur-assisted thermal isomerization of 1 resulted in a mixt. of 1 and 2 (II). Treatment of dithiinodiazines 1, 2, 5 (III), and 6 (IV) with a nitrating mixt. led almost selectively to resp. S-monooxides 1a (V), 2a (VI), 5a (VII), and 6a (VIII). Due to the significant values of sulfinyl group substituent effects, 1H NMR spectra of 1,4-dithiino-S-oxides 1a, 2a, 5a, and 6a permitted for structure assignment of parent dithiins 1, 2, 5, and 6 and confirmed regioselectivity of the reaction of dithiins 1, 2, 5, and 6 with nitrating mixt.

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