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Preparation of 3,4-di-t-butylthiophene 1-imide and its N-substituted derivatives

✍ Scribed by Takashi Otani; Yoshiaki Sugihara; Akihiko Ishii; Juzo Nakayama

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
84 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of 3,4-di-t-butylthiophene 1-oxide with (CF 3 CO) 2 O or (CF 3 SO 2 ) 2 O, followed by reaction with RSO 2 NH 2 , ROC( O)NH 2 , or RCONH 2 furnished a series of 1-imino derivatives of 3,4-di-t-butylthiophene, which carry an electron-withdrawing substituent on the imino nitrogen atom. Treatment of an imino derivative (substituent on the nitrogen atom=CO 2 t Bu) with CF 3 CO 2 H gave the corresponding aminosulfonium salt, whose deprotonation led to the N-unsubstituted parent 1-imide derivative.

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