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Volume 3, Issue 2

Insights in Analytical Electrochemistry

ISSN: 2470-9867

Analytical Chemistry-Formulation 2017

August 28-30, 2017

Page 46

8

th

Annual Congress on

&

14

th

International Conference and Exhibition on

August 28-30, 2017 Brussels, Belgium

Analytical and Bioanalytical Techniques

Pharmaceutical Formulations

Synthesis of versatile aza-heterocyclic compounds by three component ring transformation

Nagatoshi Nishiwaki

Osaka Kyoiku University, Japan

D

initropyridone 1 is an excellent substrate for the nucleophilic type ring transformation to afford heterocyclic compounds

and nitroanilines those are not easily available by alternative methods. When pyridone 1 was reacted with aromatic ketone

in the presence of NH

4

OAc, 6-arylated 3-nitropyriines 2 were formed besides bicyclic compounds 3. This method was also

applicable to synthesis of cycloalka[b]pyridines 4 and 6-alkynylated/alkenylated pyridines 5, respectively. It was found to be

possible to use aldehydes as the substrate, which leading to 3,5-disubstituted pyridines 6. On the other hand, when aliphatic

ketones were employed as the substrate, two kinds of ring transformation proceeded. Namely, 2,6-disubstituted 4-nitroanilines

8 were formed in addition to nitropyridines 7. It was successful to apply this protocol to synthesis of N,N,2,6-tetrasubstituted

nitroanilines 9 upon treatment of dinitropyridone 1 with ketone and amine in the presence of acetic acid.

Biography

Nagatoshi Nishiwaki received his PhD from Osaka University in 1991. He worked at Osaka Kyoiku University (1991–2008). From 2000 to 2001, he joined Karl Anker

Jørgensen’s group at Aarhus University, Denmark. Between 2008 and 2009, he worked at Anan National College of Technology. He then moved to the School of

Environmental Science and Engineering, Kochi University of Technology, in 2009, and he became a Professor in 2011. His research interests comprise synthetic

organic chemistry using nitro compounds, heterocycles (ring transformations, 1,3-dipolar cycloadditions etc.), and pseudo- intramolecular reactions. He has more

than 120 papers and 20 review articles.

nishiwaki.nagatoshi@kochi-tach.ac.jp

Nagatoshi Nishiwaki, Insights in Analytical Electrochemistry, 3:2

DOI: 10.21767/2470-9867-C1-002