4-Chloro-1,8-naphthyridines and 4-chloroquinolines rearrange on treatment with substituted hydrazines to yield 1,3-pyrazoles. The configuration of the pyrazoles was determined from n.m.r. studies. A mechanism for the rearrangement is proposed.
R. A. Bowie and B. Wright, J. Chem. Soc., Perkin Trans. 1, 1972, 1109 DOI: 10.1039/P19720001109
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