Tetrahedron letters

Controlled C-5 methylation of caffeine by benzoyloxy radical addition at C-8

J Zylber, L Ouazzani-Chahdi, A Chiaroni, C Riche

Index: Zylber, J.; Ouazzani-Chahdi, L.; Chiaroni, A.; Riche, C. Tetrahedron Letters, 1988 , vol. 29, # 17 p. 2055 - 2058

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Abstract

Abstract C-5 methylation of the model purine compound caffeine by acetyl benzoyl peroxide is the result of preferential addition of the electrophilic benzoyloxy radical at C-8 in neutral medium. X-ray structure and molecular orbital calculations on 1, 3, 5, 7-tetramethyl-5, 7- dihydrouric acid are presented.

Addition of electrophilic radicals to caffeine: synthetic as...

[Zylber, J.; Ouazzani-Chahdi, L.; Lefort, D.; Chiaroni, A.; Riche, C. Tetrahedron, 1989 , vol. 45, # 3 p. 721 - 732]

Functionalization Including Fluorination of Nitrogen-Contain...

[Sono, Masakazu; Toyoda, Naoko; Shimizu, Kahori; Noda, Eiji; Shizuri, Yoshikazu; Tori, Motoo Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 6 p. 1141 - 1145]

Addition of electrophilic radicals to caffeine: synthetic as...

[Zylber, J.; Ouazzani-Chahdi, L.; Lefort, D.; Chiaroni, A.; Riche, C. Tetrahedron, 1989 , vol. 45, # 3 p. 721 - 732]

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