A straightforward four-step synthesis of primary-amino-substituted naphthyridine esters from commercially available cyano-pyridines was described. The route makes use of a condensation reaction between pyridinyl acetates with N,N-dimethylformamide dimethylacetal (DMF-DMA) to form ortho-cyano vinylogous carbamates. These intermediates can undergo facile cyclization with ammonium acetate in acetic acid to generate the corresponding naphthyridine esters in good synthetic yields. The synthesis of -primary-amino-substituted 7-azaquinoxaline was also described. © Georg Thieme Verlag Stuttgart · New York.
CITATION STYLE
Chen, J., Xu, Z., Wang, T., Lyssikatos, J. P., & Ndubaku, C. O. (2014). A versatile annulation route to primary-amino-substituted naphthyridine esters. Synlett, 25(1), 89–92. https://doi.org/10.1055/s-0033-1340111
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