Electrophilic substitution of benzenoid compounds represents one of the most exhaustively studied aspects of organic chemistry, both mechanistically and synthetically. Within this context, there are three principal experimental procedures available for the bromination of aromatic compounds. These co
Thallium in organic synthesis. 63. A convenient synthesis of aromatic nitriles
β Scribed by Edward C. Taylor; Alan H. Katz; Alexander McKillop
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 188 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Aromatic nitriles are readily formed by bis(trifluoroacetates) with CuCN in acetonitrile. heating arylthallium Electrophilic thallation of arenes with thallium tris(trifluoroacetate) (TTFA), followed by replacement of the resulting thallium substituent by other groups, constitutes a flexible procedure for aromatic substitution, often with an unusual degree of orientation control. 3 Two methods, for example,
π SIMILAR VOLUMES
Properly substituted diazosulfides XCsH,-N=N-SPh (Ll (either isolated or generated in situ from arenediazonium tetrafluoroborates and sodium benzenethiolate) react with tetrabutylamnonium cyanide, in MezSO under photon or electron stimulation, leading to nitriles XC,H,CN !zI. Sat isfactory yields of
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