[6 + 4] Cycloaddition Reactions of Acceptor Thiophene Dioxides: The Synthesis of Substituted Azulenes.
β Scribed by A. M. Moiseev; E. S. Balenkova; V. G. Nenajdenko
- Publisher
- John Wiley and Sons
- Year
- 2006
- Weight
- 16 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0931-7597
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## Abstract 1β(Bromoacetyl)β3βmethylazulene **(1a)** and methyl 3β(bromoacetyl)azuleneβ1βcarboxylate **(1b)** reacted with thioamides **3a,b** and thioureas **3c,d** in boiling ethanol to give the corresponding (4βthiazolyl)azulenes **4aβd** and **5aβd** in good yields, respectively. The reactions
A series of the title compounds were prepared for evaluation as inhibitors of carbonic anhydrase II. Oxidation of 5-substituted thieno[2,3-b]thiophene-2-sulfonamides provided the first examples of thiophene[2,3-b]thiophene-2-sulfonamide 6,6-dioxides. These cyclic vinyl sulfones readily underwent add