Alkyl- and Aryl-1,8-Naphthyridines

Although alkyl and aryl groups attached to a heterocyclic nucleus can undergo a wide variety of reactions and do have significant steric and electronic effects on adjacent substituents, little such data on 1,5-naphthyridines can be found in the literature. 

The polarography of mono- and dimethiodides of 1,5-naphthyridine has been examined,997,1303 the influence of /V-methylation on the 13NNMR spectra of 

5- and other naphthyridines has been reported,1319 and the NMR spectra of three monomethyl-1,5-naphthyridines have been compared with those of isomeric naphthyridines.964 

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Ch. 2 1,5-Naphthyridine, Alkyl-1,5-naphthyridines, and Aryl-1,5-naphthyridines Ch. 3 Halogeno-1,5-naphthyridines Ch. 4 Oxy-1,5-naphthyridines Ch. 5 Thio-1,5-naphthyridines... 

This chapter covers information on the preparation, physical properties, and reactions of 1,5-naphyhyridine and its C-alkyl, C-aryl, /V-alkyl, and /V-aryl derivatives as well as their respective ring-reduced analogs. In addition, it includes methods for introducing alkyl or aryl groups (substituted or otherwise) into 1,5-naphthyridines already bearing substituents and the reactions specific to the alkyl or aryl groups in such compounds. For simplicity, the term alkyl-l,5-naphthyridine in this chapter is intended to include alkyl-, alkenyl-, alkynyl-, aralkyl-, and cycloalkyl-1,5-naphthyridines likewise, aryl-l,5-naphthyridine includes both aryl-and heteroaryl-1,5-naphthyridines. 

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