Preparation of sulfoximide derivatives of monocyclic thiophenes is reported. Treatment of 2,4-di-tert-butylthiophene l-oxide (4) with N-[(p-toluenesulfonyl)imino]phenyliodinane (TsN=IPh) in the presence of Cu(MeCN)4PF6 in MeCN at room temperature provided 2,4-di-tert-butyl-I -[(p-toluenesulfonyl)im
1-imino and 1,1-diimino derivatives of 3,4-di-tert-butylthiophene
β Scribed by Takashi Otani; Yoshiaki Sugihara; Akihiko Ishii; Juzo Nakayama
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 238 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The reaction of 3,4-di-tert-butylthiophene (2) with N-[(p-tolylsulfonyl)imino]phenyliodinane (TsN=IPh) in the presence of Cu(MeCN)4PF6 in MeCN at room temperature provided ), and 1-(p-tolylsulfonyl)-3,4-di-tertbutylpyrrole (5) as the principal products. The use of 2 in a large excess gave 3 in a better yield of 61%. Results of the X-ray crystallographic analyses of 3 and 4 are also reported.
π SIMILAR VOLUMES
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. Treat
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