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Reactions of 2,2-Dialkyl-3-thioxochroman-4-one S-(1-Adamantylimides) with Some Nitrilimines

Reactions of 2,2-Dialkyl-3-thioxochroman-4-one S-(1-Adamantylimides) with Some Nitrilimines 2a(E)-3-Thioxospiro[chroman-2,1ʹ-cyclohexane]-4-one S-(1-adamantylimide) (1) reacted with numerous nitrilimines (generated in situ via triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides - i) in refluxing dry toluene to afford 3ʺ,5ʺ-disubstituted-300H,4ʹHdispiro[ cyclohexane-1,2ʹ-chromene-3ʹ,2ʺ-[1,3,4]thiadiazole]-4ʹ-ones 3a - i. Similarly, reaction of 2,2-dimethyl-3-thioxochroman-4-one S-(1-adamantylimide) (4) with nitrilimines in refluxing dry toluene afforded the corresponding 3ʹ,5ʹ-disubstituted-3,3-dimethyl-3ʹH,4H-spiro[chromene-3,2ʹ- [1,3,4]thiadiazole]-ones 5a - i. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Zeitschrift für Naturforschung B de Gruyter

Reactions of 2,2-Dialkyl-3-thioxochroman-4-one S-(1-Adamantylimides) with Some Nitrilimines

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Publisher
de Gruyter
Copyright
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
ISSN
0932-0776
eISSN
1865-7117
DOI
10.5560/znb.2014-3276
Publisher site
See Article on Publisher Site

Abstract

2a(E)-3-Thioxospiro[chroman-2,1ʹ-cyclohexane]-4-one S-(1-adamantylimide) (1) reacted with numerous nitrilimines (generated in situ via triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides - i) in refluxing dry toluene to afford 3ʺ,5ʺ-disubstituted-300H,4ʹHdispiro[ cyclohexane-1,2ʹ-chromene-3ʹ,2ʺ-[1,3,4]thiadiazole]-4ʹ-ones 3a - i. Similarly, reaction of 2,2-dimethyl-3-thioxochroman-4-one S-(1-adamantylimide) (4) with nitrilimines in refluxing dry toluene afforded the corresponding 3ʹ,5ʹ-disubstituted-3,3-dimethyl-3ʹH,4H-spiro[chromene-3,2ʹ- [1,3,4]thiadiazole]-ones 5a - i.

Journal

Zeitschrift für Naturforschung Bde Gruyter

Published: Apr 1, 2014

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