SELECTIVE REDUCTION OF THE N-N BOND OF FUSED TETRAHYDROPYRIDAZINES: A ROUTE TO FUNCTIONALISED LACTAMS

Article abstract of DOI:10.1016/S0040-4039(01)81045-5

The C=N bond of 4,4a,5,6-tetrahydropyrrolo<1,2-b>pyridazin-7(3H)-ones (3) is reduced with high stereoselectivity by hydrogen over Adams' catalysts; the products (6) are N-acetylated and the N-N bond can then be cleaved by sodium in liquid ammonia to give