Elemental fluorine to 8-fluoropurines in one step

…, M Namavari, ME Phelps, N Satyamurthy

Index: Barrio, Jorge R.; Namavari, Mohammad; Phelps, Michael E.; Satyamurthy, Nagichettiar Journal of the American Chemical Society, 1996 , vol. 118, # 43 p. 10408 - 10411

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Citation Number: 28

Abstract

An efficient regiocontrolled approach to the synthesis of 8-fluoropurines by direct fluorination of purines with dilute elemental fluorine is described. The one-step procedure produced regiospecific substitution of the C (8)-hydrogen of purine derivatives in isolated yields close to 30% with protected purines in CHCl3. Fluorination yields with unprotected purines in EtOH were reduced to less than 10%. The electrophilic fluorination procedure has a broad ...