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Communication | Special issue | Vol 88, No. 2, 2014, pp.929-937
Published online, 8th August, 2013
DOI: 10.3987/COM-13-S(S)86
1,3-Dipolar Cycloaddition of Pyridynes and Azides: Concise Synthesis of Triazolopyridines

Nozomi Saito,* Ken-ichi Nakamura, and Yoshihiro Sato*

*Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan

Abstract

1,3-Dipolar cycloaddition of pyridynes and organic azides was investigated. Thus, 3,4-pyridynes and 2,3-pyridynes were reacted with various organic azides under mild conditions to afford the corresponding [1,2,3]triazolo[4,5-c]pyridines and [1,2,3]triazolo[4,5-b]pyridines, respectively. In the case of the reaction of 3,4-pyridyne, it was also found that a substituent on the pyridine ring affected the regioselectivity of the cycloaddition.