Efficient Synthesis of 1,4-Thiazepin-3-one Derivatives and Their Ring Transformations
✍ Scribed by Zaleska, Barbara ;Cież, Dariusz ;Grochowski, Jacek ;Serda, Pawel ;Winnik, Witold
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 535 KB
- Volume
- 1996
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
A new one‐pot synthesis of title compounds 2 by reaction of β‐aminothiocinnamic acid anilides 1 with α‐haloacid halides is described. The ring of 1,4‐thiazepine 2 in basic medium undergoes transformation to thiazolidin‐4‐ones 5.
📜 SIMILAR VOLUMES
## Abstract The title compound 1 can be transformed into functionalized 5‐ and 6‐ membered heterocycles by treatment with nucleophilic reagents. For instance, the reaction of 1 with tert‐butyl isonitrile yields the two isomers 2 and 3, resulting from different positions of attack at the 4‐membered
## Abstract magnified image A convenient synthesis of the novel dibenzo[__b,f__][1,4]thiazepin‐11(10__H__)‐ones is reported. As a key step, the synthetic route includes intramolecular aromatic denitrocyclization of 2‐(2,4‐dinitro‐phenylsulfanyl)‐benzoic acid amides. Efficient procedures for denitr
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