posted on 2009-08-20, 00:00authored byBaolu Shi, William Lewis, Ian B. Campbell, Christopher J. Moody
A simple, new three-step sequence for the conversion of hydrazides into pyridines is reported in which the key steps are N−H insertion by a copper carbene intermediate derived from α-diazo-β-ketoesters into the hydrazide, reaction with ammonium acetate to give 1,2,4-triazines, followed by Diels−Alder reaction with norbornadiene.