The rearrangement of 8-Phenyl-2-quinolyl nitrene at 530°

Abstract

8-Phenyl-2-quinolyl nitrene, generated by pyrolysis of 9- phenyltetrazolo[1,5-a]-quinoline at 530°/0.2 mm, rearranged to form a single product, 7H-pyrido[2,3,4-gh]-phenanthridine (82%). The formation of this product is consistent with rearrangement by ring expansion of 8-phenyl-2-quinolyl nitrene followed by ring contraction to give 8- phenyl-1-isoquinolyl nitrene.