Cl. Gibson et al., SYNTHESIS OF POTENTIAL INHIBITORS OF GTP-CYCLOHYDROLASE .1. AN EFFICIENT SYNTHESIS OF 8-SUBSTITUTED 7-DEAZAGUANINES, Chemical communications, (4), 1997, pp. 371-372
A novel two step synthesis of 8-substituted 7-deazaguanines is develop
ed and involves the regioselective alkylation of pyrimidinones 1a and
1b with nitrosoalkenes derived from a-halo oximes followed by transoxi
mation to give the 7-deazaguanines 6a-d in 41-65% overall yield.