REACTIVITY OF LITHIUM TRIMETHYLSILYLDIAZOMETHANE AND DIAZOMETHANE TOWARD THE 5,6-DOUBLE BOND OF URACIL AND URIDINE DERIVATIVES

摘要

The reaction of lithium trimethylsilyldiazomethane [TMS(Li)N-2] with uracil and uridine derivatives is reported; this provides a general method for the synthesis of several new annulated and fused heterocyclic systems. The unexpected cycloaddition of diazomethane (CH2N2) to the C-5,6 double bond of 5-nitrouracil and 5-nitrouridine derivatives is also reported. (C) 1997 Elsevier Science Ltd. [References: 46]