Free radical addition of trichloromethyl to caffeine access to C-8 polyhalogenoalkane derivatives and to unexpected 5-trichloromethyl-1,3,7 trimethyl-5,7-dihydrouric acid
✍ Scribed by Jean Zylber; Nicole Zylber; Angèle Chiaroni; Claude Riche
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 245 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The "Electrophilic" trichloromethyl radical was introduced directly into the model purine compound, caffeine, leading to products 2 and 3 (the former being smoothly converted to the corresponding carboxy ester derivative) ana to the unexpected C-5 substituted title compound 4. -Extensive investigations have been carried out during the last two decades on the homolytic substitution of purine bases by nucleophilic radicals. It has been shown that the C-6, C-8 and to a lesser extent C-2 positions of the purines are the main sites of radical attack'. One of the most convincing demonstrations of the potentiallity of this particular