Specific inhibitors in vitamin biosynthesis. Part 10. Synthesis of 7-and 8-substituted 7-deazaguanines

CL Gibson, CJ Suckling

Index: Gibson, Colin L.; Ohta, Kyuji; Paulini, Klaus; Suckling, Colin J. Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 18 p. 3025 - 3031

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Citation Number: 13

Abstract

Versatile syntheses of 7-and 8-substituted 7-deazaguanines including N-alkyl derivatives have been developed by identifying selective annulation reactions with 2, 6- diaminopyrimidin-4 (3H)-one as substrate and β-halocarbonyl compounds as electrophiles. A new synthesis of 8-substituted 7-deazaguanines using nitrosoalkenes as electrophiles is described. With some combinations of reactants, furo [2, 3-d] pyrimidines are significant ...