Addition reactions of bis(trimethylsilyl)methyl- and 1-azzallyl-lithium with cyanoamines into triazines or β-diketiminatolithium compounds

Article abstract of DOI:10.1016/S0022-328X(02)01422-5

Reactions of bis(trimethylsily)methyl lithium reagent Li[CHR₂] (R = SiMe₃) and 1-azaallyllithium, [LiN(R)C(Bu^t) CHR]₂ with cyanoamines R′CN (R' = Me₂N, 1-piperidyl or o, p-pyridyl) yielded β-diketiminatolithiums (1, 2, 5, 7, 8) or symmetrically and mixed substituted triazines (3, 4, 6, 9, 10), respectively. The mechanistic pathways involve silicotropic rearrangements from C to N or N to N and an unusual elimination of Li[CHR₂]. The complexes 1, 6, 7, and 10 had been characterized by X-Ray diffraction.