Development of Diversified Methods for Chemical Modification of the 56-Double Bond of Uracil Derivatives Depending on Active Methylene Compounds

摘要

The reaction of 5-halogenouracil and uridine derivatives >1 and >7 with active methylene compounds under basic conditions produced diverse and selective C-C bond formation products by virtue of the nature of the carbanions. Three different types of reactions such as the regioselective C-C bond formation at the 5- and 6-positions of uracil and uridine derivatives (products >2, >5, >8, >17, >20 and >21), and the formation of fused heterocycle derivatives 2,4-diazabicyclo[4.1.0]heptane (>15) and 2,4-diazabicyclo-[4.1.0]nonane (>16) via dual C-C bond formations at both the 5- and 6-positions were due to the different active methylene compounds used as reagents.