A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked α-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.

Unmasked α-Amino Aldehydes. -A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked intermediately formed α-amino aldehydes, which is enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. The versatile nature of this approach is further demonstrated by a short and simple access to the core pyrrole (VII) of atorvastatin. The applied catalyst is readily available in two steps from commercial resources (not shown). -(IIDA, K.; MIURA, T.; ANDO, J.; SAITO*, S.; Org. Lett. 15 (2013) 7, 1436-1439, http://dx.doi.org/10.1021/ol4001262 ; Grad. Sch. Sci., Nagoya Univ., Chikusa, Nagoya 464, Japan; Eng.) -H. Haber 33-110

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A facile synthetic procedure for the production of N-alkylated 3,4-dihydroisoquinolinone derivatives is described. The desired products were obtained by N-alkylation of 3,3 0 -dimethyl-3,4-dihydroisoquinoline derivatives followed by oxidation of the resulting iminium salts. Reaction conditions for both steps were very mild and the desired cyclization products could be obtained in good yield. This strategy allows the generation of N-substituted 3,4-dihydroisoquinolinone derivatives with substituents at the 3-position.

A facile synthetic procedure for 3,4‐dihydronaphthyridinone derivatives is described. This synthetic route involves the cascade reaction of methyl nicotinate having an ethoxyvinyl group with various amines. The desired cyclization products were obtained using pyridylacetaldehyde formation and subsequent reductive amination/cyclization with amines. For the preparation of vinyl ether derivatives, we employed the coupling reaction, and the method would be applicable to various related substrates. Furthermore, all the reactions to N‐alkyl products proceeded rapidly at ambient temperature in good yields using simple and safe protocols. This strategy allows the generation of dihydronaphthyridinone derivatives containing various amines.