Thermal rearrangement of N-silymethylated azadienes to N-silylated 2-pyrrolines
摘要:
N-Silymethylated 1-azadienes thermally rearranged to N-silylated 2-pyrrolines, which were readily hydrolyzed to 1-pyrrolines on workup. Formation of the N-silylated pyrrolines strongly suggested that the intramolecular cyclization proceeded via a 1,3-dipolar intermediate formed by the thermal 1,2-shift of the silyl group onto the nitrogen atom of the azadienes.