Issue 11, 1992

Novel selective heterocyclization of the Michael adducts of ene-hydrazines with dimethyl acetylenedicarboxylate

Abstract

Cyclization of the Michael adducts 1 and 6 formed from ene-hydrazines and dimethyl acetylenedicarboxylate (DMAD) in the presence of polyphosphoric acid (PPA) produced the fused 1,2-diazepine rings 2 and 7. However, the adducts when heated in 1,2,3,4-tetrahydronaphthalene (tetralin) preferentially provided the fused pyridone rings 4 and 10 and the fused pyrrole rings 5 and 11.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1287-1288

Novel selective heterocyclization of the Michael adducts of ene-hydrazines with dimethyl acetylenedicarboxylate

T. Yamasaki, H. Nakamura, Y. Okamoto, T. Okawara and M. Furukawa, J. Chem. Soc., Perkin Trans. 1, 1992, 1287 DOI: 10.1039/P19920001287

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