Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl)methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles
โ Scribed by Carlo Dell'Erba; Marino Novi; Giovanni Petrillo; Cinzia Tavani
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 766 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
Tile reactions of atylazosulfones 1 (ArN=NSO2Ar ') with tile potassium sails of (tertbutox'ycarbonyl)methyl 2 and losyllnethyl isocyanide 3 in DMSO afford 4.5-bis(tert-butoxycarbonyl)-4 and 4-tosyl-l-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed A comparison of the results obtained with those relevant to the reactions of the same uucleophiles with nitrosobenzene in aualogous experimental conditions provides usefid mechalustic indications on the transformation of I 1o 4 or 5.
๐ SIMILAR VOLUMES
## Abstract A mild and convenient method for the synthesis of 4(3)โsubstituted 3(4)โnitroโ1__H__โpyrroles and 3โsubstituted 4โmethylโ2โtosylโ1__H__โpyrroles from nitroolefins and tosylmethyl isocyanide (TosMIC) in ionic liquid 1โbutylโ3โmethylimidazolium bromide ([bmIm]Br) was developed. The react
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